- IMPROVED PROCESS FOR THE PREPARATION OF TEZACAFTOR INTERMEDIATE
-
The present invention relates to an improved process for the preparation of tezacaftor intermediate compound of formula II. More particularly, the present invention relates to an improved, commercially viable process for the preparation of tezacaftor inte
- -
-
Page/Page column 11-12
(2021/03/05)
-
- Evaluation of the Pharmacophoric Role of the O-O Bond in Synthetic Antileishmanial Compounds: Comparison between 1,2-Dioxanes and Tetrahydropyrans
-
Leishmaniases are neglected diseases that can be treated with a limited drug arsenal; the development of new molecules is therefore a priority. Recent evidence indicates that endoperoxides, including artemisinin and its derivatives, possess antileishmanial activity. Here, 1,2-dioxanes were synthesized with their corresponding tetrahydropyrans lacking the peroxide bridge, to ascertain if this group is a key pharmacophoric requirement for the antileishmanial bioactivity. Newly synthesized compounds were examined in vitro, and their mechanism of action was preliminarily investigated. Three endoperoxides and their corresponding tetrahydropyrans effectively inhibited the growth of Leishmania donovani promastigotes and amastigotes, and iron did not play a significant role in their activation. Further, reactive oxygen species were produced in both endoperoxide-and tetrahydropyran-Treated promastigotes. In conclusion, the peroxide group proved not to be crucial for the antileishmanial bioactivity of endoperoxides, under the tested conditions. Our findings reveal the potential of both 1,2-dioxanes and tetrahydropyrans as lead compounds for novel therapies against Leishmania.
- Ortalli, Margherita,Varani, Stefania,Cimato, Giorgia,Veronesi, Ruben,Quintavalla, Arianna,Lombardo, Marco,Monari, Magda,Trombini, Claudio
-
p. 13140 - 13158
(2020/11/13)
-
- Stereoselective Synthesis of γ-Butyrolactones Subunit of Polycavernoside A
-
An efficient and versatile linear synthesis of γ-butyrolactone subunit of polycavernolide A has been reported in 14.2% overall yield with 10 linear steps by employing Sharpless asymmetric epoxidation, ring-closing metathesis, and diastereoface selective h
- Kadari, Sudhakar,Yerrabelly, Hemasri,Gogula, Thirupathi,Erukala, Yadaiah Goud,Yerrabelly, Jayaprakash Rao,Begari, Prem Kumar
-
p. 1986 - 1990
(2018/08/01)
-
- SUBSTITUTED PYRAZOLOAZEPIN-8-ONES AND THEIR USE AS PHOSPHODIESTERASE INHIBITORS
-
The present invention relates to novel pyrazoloazepin-8-ones with phosphodiesterase inhibitory activity, as well as to their use as therapeutic agents in the treatment of inflammatory diseases and conditions.
- -
-
Page/Page column 50
(2018/07/05)
-
- SUBSTITUTED TRICYCLICS AND METHOD OF USE
-
The present invention provides for compounds of formula (I) wherein X, Y, and R1 have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions mediated and modulated by CFTR, including cystic fibrosis, Sj?gren's syndrome, pancreatic insufficiency, chronic obstructive lung disease, and chronic obstructive airway disease. Also provided are pharmaceutical compositions comprised of one or more compounds of formula (I).
- -
-
Paragraph 1274
(2017/02/09)
-
- PYRAZOLYL SUBSTITUTED TETRAHYDROPYRANYLSULFONES
-
The invention relates to pyrazolyl substituted tetrahydropyranylsulfones as voltage gated calcium channel blockers, to pharmaceutical compositions containing these compounds and also to these compounds for use in the treatment and/or prophylaxis of pain and further diseases and/or disorders.
- -
-
Paragraph 0468; 0469
(2017/05/14)
-
- Synthesis and evaluation of prodrugs of corticotropin-releasing factor-1 (CRF1) receptor antagonist BMS-665053 leading to improved oral bioavailability
-
A series of phosphate and ester-based prodrugs of anilinopyrazinone 1 (BMS-665053) containing either a methylene or an (acyloxy)alkoxy linker was prepared and evaluated in rat pharmacokinetic studies with the goal of improving the oral bioavailability of the parent (1). The prodrugs, in general, had improved aqueous solubility and oral bioavailability compared to 1. Prodrug 12, which contains an (acyloxy)alkoxy linker, showed the greatest improvement in the oral bioavailability relative to the parent (1), with a seven-fold increase (from 5% to 36%) in rat pharmacokinetic studies.
- Hartz, Richard A.,Vrudhula, Vivekananda M.,Ahuja, Vijay T.,Grace, James E.,Lodge, Nicholas J.,Bronson, Joanne J.,Macor, John E.
-
p. 1360 - 1363
(2017/03/08)
-
- ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
-
Described herein are compounds of Formula (S-I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.
- -
-
Paragraph 00435
(2016/04/20)
-
- Regioselective dihydropyran formation from 4-iodo-2,6-disubstituted tetrahydropyran derivatives using In(OAc)3/LiI system as the promoter
-
The rapid and regioselective synthesis of a series of 2,6-disubstituted dihydropyranic building-blocks bearing an oxygenated side chain is described. The corresponding 4-iodo tetrahydropyran precursors, easily prepared by Prins cyclization, underwent regi
- Chalopin, Thibaut,Jebali, Khaoula,Gaulon-Nourry, Catherine,Dénès, Fabrice,Lebreton, Jacques,Mathé-Allainmat, Monique
-
supporting information
p. 318 - 327
(2015/12/30)
-
- MULTICYCLIC COMPOUNDS AND METHODS OF USING SAME
-
The invention generally relates to compounds represented by Structural Formula I: or a pharmaceutically acceptable salt thereof, wherein the variables are as defined and described herein. The invention also includes the synthesis and use of a compound of
- -
-
Paragraph 00509
(2015/04/15)
-
- Fragment-based drug design of novel pyranopyridones as cell active and orally bioavailable tankyrase inhibitors
-
Tankyrase activity has been linked to the regulation of intracellular axin levels, which have been shown to be crucial for the Wnt pathway. Deregulated Wnt signaling is important for the genesis of many diseases including cancer. We describe herein the discovery and development of a new series of tankyrase inhibitors. These pyranopyridones are highly active in various cell-based assays. A fragment/structure based optimization strategy led to a compound with good pharmacokinetic properties that is suitable for in vivo studies and further development.
- De Vicente, Javier,Tivitmahaisoon, Parcharee,Berry, Pamela,Bolin, David R.,Carvajal, Daisy,He, Wei,Huang, Kuo-Sen,Janson, Cheryl,Liang, Lena,Lukacs, Christine,Petersen, Ann,Qian, Hong,Yi, Lin,Zhuang, Yong,Hermann, Johannes C.
-
supporting information
p. 1019 - 1024
(2015/09/22)
-
- ARGININE METHYLTRANSFERASE INHIBITORS AND USES THEREOF
-
Described herein are compounds of Formula (I), pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof. Compounds described herein are useful for inhibiting arginine methyltransferase activity. Methods of using the compounds for treating arginine methyltransferase-mediated disorders are also described.
- -
-
Paragraph 00319
(2014/10/04)
-
- Total synthesis and complete structural assignment of Yaku'amide A
-
Here we report the first total synthesis and the complete stereochemical assignment of yaku'amide A. Yaku'amide A (1) was isolated from a sponge Ceratopsion sp. as an extremely potent cytotoxin. Its structure was determined except for the C4-stereochemist
- Kuranaga, Takefumi,Sesoko, Yusuke,Sakata, Komei,Maeda, Naoya,Hayata, Atsushi,Inoue, Masayuki
-
supporting information
p. 5467 - 5474
(2013/05/22)
-
- PYRANOPYRIDONE INHIBITORS OF TANKYRASE
-
There are provided compounds of the formula or a pharmaceutically acceptable salt thereof wherein X, M, Y, R1 and R2 are as defined herein. The compounds have activity as anticancer agents.
- -
-
Page/Page column 47
(2014/01/09)
-
- Generation of a low-valent titanium species from titanatrane and its catalytic reactions: Radical ring opening of oxetanes
-
Treatment of a titanatrane complex with trimethylsilyl chloride and magnesium powder in tetrahydrofuran generated a low-valent titanium species. This species catalyzed the radical ring opening of epoxides and oxetanes to produce the corresponding less substituted alcohols. The reagent also catalyzed the deallylation and depropargylation of allylic and propargylic ethers, respectively, to provide the parent alcohols.
- Takekoshi, Naoto,Miyashita, Kenji,Shoji, Noriaki,Okamoto, Sentaro
-
supporting information
p. 2151 - 2157
(2013/10/01)
-
- Catalytic three-component domino reaction for the preparation of trisubstituted oxazoles
-
Multicomponent reactions are attractive for assembling functionalized heterocyclic compounds. To this end, an efficient gold-catalyzed three-component domino reaction to form oxazoles directly from imines, alkynes, and acid chlorides is presented. The reaction proceeds in a single synthetic step by using a gold(III)-N,N'-ethylenebis(salicylimine) (salen) catalyst to give trisubstituted oxazoles in up to 96 % yield. The substrate scope, a mechanistic study exploring the role of the gold catalyst, and the synthetic applications of the oxazole products are discussed. Copyright
- Wachenfeldt, Henrik V.,R?se, Philipp,Paulsen, Filip,Loganathan, Nagarajan,Strand, Daniel
-
supporting information
p. 7982 - 7988
(2013/07/25)
-
- Ruthenium-catalyzed reductive coupling of 1,3-enynes and aldehydes by transfer hydrogenation: Anti-diastereoselective carbonyl propargylation
-
Under the conditions of ruthenium-catalyzed transfer hydrogenation employing isopropanol as a source of hydrogen, isopropoxy-substituted enyne 1 b and aldehydes 3 a-3 l engage in reductive coupling to provide products of propargylation 4 a-4 l with good to complete levels of anti- diastereoselectivity. The unprotected tertiary hydroxy moiety of isopropoxy enyne 1 b is required to enforce diastereoselectivity. Deuterium-labeling studies corroborate reversible enyne hydrometalation in advance of carbonyl addition. As demonstrated in the conversion of 4 f-h and 4 k to 5 f-h and 5 k, the isopropoxy group of the product is readily cleaved upon exposure to aqueous sodium hydroxide to reveal the terminal alkyne. Unprotected coupling is better! Ruthenium-catalyzed transfer hydrogenation of enynes in the presence of aldehydes promotes reductive C-C coupling to provide products of propargylation with good to complete levels of anti-diastereoselectivity (see scheme). The unprotected hydroxy group of the isopropoxy-substituted enyne is required to enforce high levels of anti-diastereoselectivity. Copyright
- Geary, Laina M.,Leung, Joyce C.,Krische, Michael J.
-
supporting information
p. 16823 - 16827
(2013/03/28)
-
- AMIDE COMPOUND AND MEDICINAL USE THEREOF
-
A compound of formula [I-W]: wherein each symbol is as defined in the description, or a pharmaceutically acceptable salt thereof.
- -
-
-
- Catalytic enantioselective conjugate allylation of unsaturated methylidene ketones
-
The use of unsaturated methylidene ketones in catalytic conjugate allylations allows a significant expansion in substrate scope and, with appropriate chiral ligands, occurs in a highly enantioselective fashion.(Figure Presented)
- Brozek, Laura A.,Sieber, Joshua D.,Morken, James P.
-
p. 995 - 997
(2011/05/15)
-
- Formal synthesis of the bryostatin Northern Hemisphere: Asymmetric synthesis of the B ring and C1-C9 fragment
-
A formal synthesis of the top half fragment of bryostatin 11 has been developed. Stereoselective construction of the B ring was achieved by using a ring-closing metathesis reaction in conjunction with asymmetric glycolate alkylation. Furthermore, the C1-C9 fragment was synthesized by Brown allylation, chelation-controlled aldol condensation, and Saksena-Evans reduction to construct all stereogenic centers. Georg Thieme Verlag Stuttgart - New York.
- Nakagawa-Goto, Kyoko,Crimmins, Michael T.
-
scheme or table
p. 1413 - 1418
(2011/08/03)
-
- Catalytic monoalkylation of 1,2-diols
-
A catalytic monoalkylation of 1,2-diols by using a weak base has been developed. Copper(II) dichloride and boronic acids are effective catalysts for activating 1,2-diols in the presence of potassium carbonate as a base. Various 1,2-diols were selectively monoalkylated with allyl-, benzyl- and alkyl- halides in DMF by choosing a suitable catalyst for each 1,2-diols.
- Maki, Toshihide,Ushijima, Nobuto,Matsumura, Yoshihiro,Onomura, Osamu
-
experimental part
p. 1466 - 1468
(2009/05/31)
-
- EXTERNALLY MASKED NEOPENTYL SULFONYL ESTER CYCLIZATION RELEASE PRODRUGS OF ACAMPROSATE, COMPOSITIONS THEREOF, AND METHODS OF USE
-
Masked nitrogen-substituted and oxygen-substituted neopentyl sulfonyl ester prodrugs of acamprosate, pharmaceutical compositions comprising such prodrugs, and methods of using such prodrugs and compositions thereof for treating diseases are disclosed. In particular, acamprosate prodrugs exhibiting enhanced oral bioavailability and methods of using acamprosate prodrugs to treat neurodegenerative disorders, psychotic disorders, mood disorders, anxiety disorders, somatoform disorders, movement disorders, substance abuse disorders, binge eating disorder, cortical spreading depression related disorders, tinnitus, sleeping disorders, multiple sclerosis, and pain are disclosed.
- -
-
Page/Page column 45
(2009/04/24)
-
- Asymmetric 1,4-dihydroxylation of 1,3-dienes by catalytic enantioselective diboration
-
(Chemical Equation Presented) Asymmetric 1,4-dihydroxylations of 1,3-dienes, and other transformations, are initiated by the Pt-catalyzed enantioselective addition of bis(pinacolato)diboron (B2(pin) 2) to conjugated dienes. The studies reported in this communication suggest that both cyclic and acyclic substrates will participate in this reaction; however, dienes which are unable to adopt the S-cis conformation are unreactive. For most substrates, 1,4-addition is the predominant pathway. In addition to oxidation to the derived 2-buten-1,4-diol, stereoselective carbonyl allylation with the intermediate bis(boronate) ester is also described.
- Burks, Heather E.,Kliman, Laura T.,Morken, James P.
-
supporting information; scheme or table
p. 9134 - 9135
(2009/12/05)
-
- Metal trifluoromethanesulfonate-catalyzed regioselective reductive ring opening of benzylidene acetals
-
A systematic study of various metal trifluoromethanesulfonates as efficient catalysts in the regioselective reductive ring opening of benzylidene acetals is described, including the effects of solvents, reducing agents, and temperature. These catalysts are found to be effective in cleaving the 4,6-O-acetal rings of hexopyranosides at either O4 or O6, respectively. When used in conjunction with a 1 M solution of BH3.THF in THF without extra addition of any solvent, it affects the ring fission at the O6 position to generate the corresponding primary alcohols, whereas O4-opening takes place in acetonitrile in the presence of dimethylethylsilane as the reductant leading to the secondary hydroxyl derivatives in high selectivity and yields. These methodologies can be applied to a wide range of substrates containing various functional groups.
- Shie, Chi-Rung,Tzeng, Zheng-Hao,Wang, Cheng-Chung,Hung, Shang-Cheng
-
experimental part
p. 510 - 523
(2010/06/16)
-
- Approaches to the synthesis of enantiopure α-hydroxy-β-lactams with functionalized side chains
-
We report a synthesis of pharmaceutically important α-hydroxy (or t-butyldimethylsilyl protected α-hydroxy)-β-lactams with functionalized chains in position 4 of the azetidinone ring. A convenient and high-yielding route to these compounds was developed and optimized. Preparation and characterization of several new enantiopure title compounds with various functional groups are discussed.
- Yang, Yan,Wang, Jianmei,Kayser, Margaret
-
p. 2021 - 2029
(2008/02/11)
-
- A highly regio- and chemoselective reductive cleavage of benzylidene acetals with EtAlCl2-Et3SiH
-
A highly regio- and chemoselective reductive cleavage of benzylidene acetals derived from 1,2- and 1,3-diols was achieved under mild conditions using EtAlCl2-Et3SiH reagent system in good to excellent yields. Labile protecting groups
- Balakumar, Vijayakrishnan,Aravind, Appu,Baskaran, Sundarababu
-
p. 647 - 650
(2007/10/03)
-
- Enantioselective total synthesis of epothilone A using multifunctional asymmetric catalyses
-
A catalytic version has now been developed for the enantioselective total synthesis of epothilone A (1). The key is the use of multifunctional asymmetric catalySes for a direct aldol reaction and cyanosilylation. This successful approach demonstrated the usefulness of these reactions for the catalytic asymmetric synthesis of complex molecules.
- Sawada, Daisuke,Shibasaki, Masakatsu
-
p. 209 - 213
(2007/10/03)
-
- Enantioselective total synthesis of epothilones A and B using multifunctional asymmetric catalysis
-
An enantioselective total synthesis of epothilones A (1) and B (2) using multifunctional asymmetric catalysis such as a cyanosilylation of an aldehyde, an aldol reaction of an unmodified ketone with an aldehyde, and a protonation in the conjugate addition of a thiol to an α,β-unsaturated thioester has been achieved. We divided 1 and 2 into fragment A, fragment B, and fragment C. A catalytic asymmetric synthesis of fragments A and B was accomplished using a catalytic asymmetric cyanosilylation as a key step. An enantiocontrolled synthesis of fragment C was achieved in two ways. One is the use of a direct catalytic asymmetric aldol reaction of an unmodified ketone with an aldehyde as a key step, and the other utilizes a catalytic asymmetric protonation in the conjugate addition of a thiol to an α,β-unsaturated thioester as a key step. Suzuki cross-coupling of fragment A with fragment C followed by Yamaguchi lactonization as key steps led to an enantiocontrolled synthesis of epothilone A (1). On the other hand, Suzuki cross-coupling of fragment B with fragment C followed by Yamaguchi lactonization accomplished an enantiocontrolled synthesis of epothilone B (2).
- Sawada, Daisuke,Kanai, Motomu,Shibasaki, Masakatsu
-
p. 10521 - 10532
(2007/10/03)
-
- Novel deprotection of SEM ethers: A very mild and selective method using magnesium bromide
-
(Matrix presented) New lability and stability sequences have been established for multifunctional substrates containing SEM ether group(s) by a MgBr2/Et2O/ MeNO2 deprotection protocol.
- Vakalopoulos, Alexandros,Hoffmann
-
p. 1447 - 1450
(2007/10/03)
-
- The formal total synthesis of epothilone A
-
The formal total synthesis of epothilone A is described. The key steps in the synthesis of the northern hemisphere are a Z-selective ten-membered ring-closing metathesis reaction (RCM) and the diastereoselective alkylation at C8. Aldehyde 3 is formed by introduction of the thiazole moiety by a Wittig reaction and subsequent functional group transformation. An efficient route to keto acid 5 is described.
- Kalesse, Markus,Quitschalle, Monika,Claus, Eckhard,Gerlach, Kai,Pahl, Axel,Meyer, Hartmut H.
-
p. 2817 - 2823
(2007/10/03)
-
- Synthesis of the C1-C9 segment of epothilons
-
The C1-C9 segment of epothilons was generated by an aldol reaction between chiral aldehyde 3 and ethyl ketone 4. Removal of the TBS protecting groups and debenzylation generated spiro ketal 13 which was analyzed by X-ray crystallography.
- Claus, Eckhard,Pahl, Axel,Jones, Peter G.,Meyer, Hartmut M.,Kalesse, Markus
-
p. 1359 - 1362
(2007/10/03)
-
- Enzyme Catalyzed Addition of Hydrocyanic Acid to Substituted Pivalaldehydes - A Novel Synthesis of (R)-Pantolactone
-
(R)-Cyanohydrins (R)-2b-h are obtained in good optical yields by (R)-oxynitrilase catalyzed enantioselective addition of HCN to β-substituted pivalaldehydes 1b-h.Under optimized reaction conditions with highly purified (R)-oxynitrilase, hydroxypivalaldehyde (1a) is converted to (R)-2a in satisfactory chemical and optical yields.By acid-catalyzed hydrolysis the cyanohydrins (R)-2a-h cyclize directly to give crude (R)-pantolactone (R)-3 with ee-values of 56-95percent which, after recrystallization, go up to >/=98 percentee in all cases.
- Effenberger, Franz,Eichhorn, Joachim,Roos, Juergen
-
p. 271 - 282
(2007/10/02)
-
- A Novel Approach to the Synthesis of Taxol. A Synthesis of Optically Active 3,7-dibenzyloxy-4,8-di-t-butyl-dimethylsiloxy-5,5-dimethyl-6-p-methoxybenzyloxy-2-octanone by Way of Stereoselective Aldol Reactions
-
Optically active 3,7-dibenzyloxy-4,8-di-t-butyldimethylsiloxy-5,5-dimethyl-6-p-methoxybenzyloxy-2-octanone (2) has been synthesized by way of diastereoselective aldol reaction between 4-benzyloxy-5-t-butyldimethylsiloxy-2,2-dimethyl-3-p-methoxy-benzyloxypentanal (3) and ketene silyl acetal 4 using MgBr2*OEt2 as a catalyst.The chiral pentanal 3 was synthesized either by asymmetric aldol reaction of both prochiral aldehyde 5 and ketene silyl acetal 4 using a chiral Lewis acid or by diastereoselective aldol reaction between the chiral aldehyde 6 derived from L-serine andthe lithium enolate derived from methyl isobutyrate.
- Mukaiyama, Teruaki,Shiina, Isamu,Sakata, Kaku,Emura, Takayuki,Seto, Keitarou,Saitoh, Masahiro
-
p. 179 - 180
(2007/10/02)
-
- Synthesis of Bryostatins. 1. Construction of the C(1)-C(16) Fragment
-
The synthesis of fragment AB of bryostatin 1 is described.Two aldol coupling reactions involving (i) chiral fragment A with achiral B and (ii) chiral fragment A1 with achiral A2 constitute crucial steps in which an external chiral boron reagent is used to control stereoselectivity in the creation of a new stereogenic center.This type of double asymmetric synthesis, although rarely precedented, provides a powerful means of stereocontrol over the fragment assembly.
- Blanchette, Mary A.,Malamas, Michael S.,Nantz, Michael H.,Roberts, John C.,Somfai, Peter,et al.
-
p. 2817 - 2825
(2007/10/02)
-
- Nucleophilic Organosilicon Intermediates Turned Electrophilic:(Trimethylsilyl)metyl, Trimethylsilyloxy and also 2-Tetrahydropyranyloxy as Terminators of Cycloadditions of Allyl Cations. A Short Route to Dehydrozizaenes (6-Methylenetricyclo1,5>-undec-9,10-enes) and Related Tr...
-
A range of suitable precursors were synthesized in order to contrast and use Me3SiCH2-, Me3Sio- and THPO-groups as terminators in both inter- and intramolecular cycloadditions of allyl cations to cyclic 1,3-dienes.A variety of crowded bicyclic, and spirofused adducts with skeletons were obtained.The compounds are of interest, e.g., in perfumery.The work contributes to the development of carbocation-induced cyclization methodology.
- Hoffman, H.M.R.,Eggert, Ulrike,Gibbels, Uwe,Giesel, Kunibert,Koch, Oskar,et al.
-
p. 3899 - 3918
(2007/10/02)
-
- Inhibition of leukotriene and thromboxane biosynthesis by a 9-(4-chlorophenyl) analogue of arachidonic acid.
-
The synthesis of 9-(4-chlorophenyl)-7,7-dimethyl-5(Z), 8-nonadienoic acid (7) and its methyl ester 6, and their effects on arachidonic acid metabolism in vitro are described. The IC50 values of 19.6 and 20.6 microM were observed for inhibition of leukotriene synthesis in human granulocytes for 6 and 7, respectively. Additionally, the compounds inhibited thromboxane B2 (TxB2) synthesis, with respective IC50 values of 6.1 and 20 microM, while producing pronounced 3-8-fold increases in PGE2 synthesis in human mononuclear cells. Increased PGE2 synthesis may have reflected shunting of free arachidonic acid substrate at the thromboxane synthetase and endoperoxide E isomerase branchpoint of arachidonic acid metabolism.
- Ho,Hageman,Mohrbacher,End
-
p. 149 - 152
(2007/10/02)
-
- SYNTHESIS OF MOENOCINOL
-
3-Benzyloxy-2,2-dimethylpropanal (2) is converted in eight convenient steps into C18-aldehyde intermediate 10.Main steps in the synthesis of the missing C7-unit 18 were γ-alkoxyethylation of methyl acetoacetate and cis-selective meth
- Stumpp, Michael C.,Schmidt, Richard R.
-
p. 5941 - 5948
(2007/10/02)
-
- Aryl fatty acid leukotriene synthesis inhibitors
-
Aryl fatty acid compounds of the formula (I) STR1 wherein R1, R2, R3, X, and Y are as defined herein are novel and useful in the treatment of allergic and inflammatory disorders.
- -
-
-
- Neighboring Group Participation by Oxygen in the Solvolysis of Acyclic γ-Alkoxy Substituted p-Toluenesulfonates
-
Methanolysis of branched 3-(benzyloxy)propyl p-toluenesulfonates, PhCH2OCR1R2CR3R4CHR5OTs (R1 = Me, R2-R5 = H; R1 = R2 = Me, R3-R
- Eliel, Ernest L.,Clawson, Leigh,Knox, David E.
-
p. 2707 - 2711
(2007/10/02)
-
- A FACILE CLEAVAGE OF BENZYLIDENE ACETALS WITH DIISOBUTYLALUMINUM HYDRIDE
-
Benzylidene acetals of 1,2- and 1,3-glycols are easily cleft by diisobutylaluminum hydride in a toluene solution at 0 deg C - room temperature to give the corresponding monobenzyl ethers of the glycols.In general the reaction proceeds excellently in regioselective manner depending on the stereochemical environment.
- Takano, Seiichi,Akiyama, Masashi,Sato, Seiji,Ogasawara, Kunio
-
p. 1593 - 1596
(2007/10/02)
-