- Application of ortho esterification under kinetically controlled conditions to the selective acylation in the D-gluco-, D-ribo- and D-xylo-furanose series
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The ortho esterification of various glucofuranoses in the D-ribo, D-xylo and D-gluco series under kinetic control was obtained through the action of 1,1-dimethoxyethene (a ketene acetal) on the monosaccharide using mild acid conditions. The selective hydrolysis of the methoxyethylidene derivatives thus obtained, gave access to α-hydroxy acetates which are useful synthetic intermediates.
- Bouchra,Calinaud,Gelas
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- NUCLEOTIDE AND NUCLEOSIDE COMPOSITIONS AND USES RELATED THERETO
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This disclosure relates to nucleotide and nucleoside therapeutic compositions and uses in treating infectious diseases, viral infections, and cancer, where the base of the nucleotide or nucleoside contains at least one thiol, thione or thioether.
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Page/Page column 201; 202; 203; 204; 205
(2015/03/28)
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- METHOD OF PREPARING DEOXYRIBOFURANOSE COMPOUNDS
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The invention relates to methods for making deoxyribofuranose compounds such as compound (2) which are useful intermediates in the preparation of pharmaceutical compounds such as 5-amino-3-(2'-O-acetyl-3'-deoxy-β-D-ribofuranosyl)-3H- thiazolo[4,5-d]pyrimidin-2-one and the like.
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Page/Page column 13; 14
(2010/06/15)
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- NOVEL DERIVATIVES OF ACYL CYANOPYRROLIDINES
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A compound of formula (I) or a tautomeric form, regioisomer, stereoisomer, solvate, N-oxide or pharmaceutically acceptable salts thereof; wherein 'a' - is selected from the group consisting of substituted or unsubstituted heterocycloalkyl ring and substituted or unsubstituted carbohydrate moiety y is a member selected from -O-, -CO-, -S02-, aminoalkyl or formula (II) wherein, Rw is hydrogen, substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl; x is a member selected from -0-, -S-, -SO-, -S02-, CONR10, NR10CO and -NRd-, or x and y together represent a chemical bond; Z is selected from -CH-, -N-. t is an integer selected from O to 4; with the provisos that when 'a' is substituted or unsubstituted heterocycloalkyl ring then 't' is not O and when y = -CO-, x is not NRd.
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Page/Page column 130-131
(2009/10/22)
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- Thermodynamic and kinetic considerations in the chemoselective O-acylation by mixed anhydrides. A semiempirical MO approach
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A simple methodology to achieve high chemoselective O-acylation of primary hydroxy groups, in the presence of secondary ones, was performed by means of the quick generation of a mixed anhydride using mild and inexpensive conditions. Steric and electronic
- Mota, Antonio J.,Robles, Rafael,De Cienfuegos, Luis álvarez,Lamenca, Alberto
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p. 3349 - 3353
(2007/10/03)
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- An Extremely Simple, Convenient and Selective Method for Acetylation Primary Alcohols in the Presence of Secondary Alcohols
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Reaction of primary-secondary diols with acetyl chloride in dichloromethane in the presence of 2,4,6-collidine, N,N-diisopropylethylamine, or 1,2,2,6,6-pentamethylpiperidine (PMP) leads to the corresponding primary monoacetates simply, conveniently, and in good yields.In this way, other acyl chlorides, sulfonyl chlorides, and silyl chlorides in place of acetyl chloride also react with primary hydroxyl group selectively.
- Ishihara, Kazuaki,Kurihara, Hideki,Yamamoto, Hisashi
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p. 3791 - 3793
(2007/10/02)
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- DEPROTECTION OF BENZYL TYPE PROTECTING GROUPS FOR HYDROXY FUNCTIONS BY A PHOTOINDUCED SINGLE ELECTRON TRANSFER REACTION
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DMPM ethers were cleaved by a photo-induced single electron transfer reaction using dicyanoanthracene and anthraquinone as electron acceptors.A similar reaction occured when dimethoxynaphthylmethyl (DMNM) ethers were irradiated in the presence of dicyanob
- Nishida, Atsushi,Oishi, Satoshi,Yonemitsu, Osamu
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p. 2266 - 2268
(2007/10/02)
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- Clavalanine (Ro 22-5417), a New Clavam Antibiotic from Streptomyces clavuligerus. 4. A Stereorational Synthesis
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Clavalanine (Ro 22-5417), a new β-lactam antibiotic, 3-hept-3-yl>-L-alanine (1), was synthesized by a route in which D-xylose (4) supplied the stereochemical requirements.From 4 was elaborated a (2S,4S)-2-amino-4,5-
- Bernardo, Silvano De,Tengi, John P.,Sasso, Gino J.,Weigele, Manfred
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p. 3457 - 3462
(2007/10/02)
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- THE SELECTIVE ACETYLATION OF PRIMARY ALCOHOLS IN THE PRESENCE OF SECONDARY ALCOHOLS IN CARBOHYDRATES
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Treatment of primary-secondary sugar diols with ethyl acetate in the presence of Woelm neutral alumina produced selectively the corresponding primary monoacetates in good yield.No di-acetate was formed in a detectable amount.
- Rana, Surjit S.,Barlow, Joseph J.,Matta, Khushi L.
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p. 5007 - 5010
(2007/10/02)
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- REGIOSELECTIVE O-DEACYLATION OF FULLY ACYLATED GLYCOSIDES AND 1,2-O-ISOPORPYLIDENEALDOFURANOSE DERIVATIVES WITH HYDRAZINE HYDRATE
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On hydrazinolyis in 1:4 acetic acid-pyridine, and in pyridine, partisl O-deacylation of fully acylated methyl glycosides and some other glycosyl compounds ( 23 compounds ) was found to be induced, to give, in good yields, products bearing one free hydroxy
- Ishido, Yoshiharu,Sakairi, Nobuo,Sekiya, Masao,Nakazaki, Nobuo
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