- Design of Selenium-Based Chiral Chemical Probes for Simultaneous Enantio- and Chemosensing of Chiral Carboxylic Acids with Remote Stereogenic Centers by NMR Spectroscopy
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Selenium-based enantiopure chiral chemical probes have been designed in a modular way starting from available amino alcohols. The probes developed were found to be efficient in chemoselective interaction with carboxylic functions of chiral substrates leading to diastereomeric amide formation and in sensing α-, β-, and remote (up to seven bonds away from the carboxylic group) chiral centers by using77Se NMR spectroscopy. As a result, it was possible to determine the enantiomeric ratio of structurally diverse individual chiral acids including polyfunctional compounds and drugs with high accuracy. An approach to analyzing the crude reaction mixtures has been successfully developed by using bifunctional selenium- and fluorine-containing chiral probes. More importantly, it was revealed that, based on the77Se NMR data obtained, it is possible to obtain primary information about the location and nature of the substituents at the chiral center (chemo- and enantiosensing), which can simplify the structural elucidation of complex compounds. The derivatization procedure takes as little as 5 min and can be performed directly in an NMR tube followed by NMR measurements without any isolation and purification steps.
- Shyshkanov, Sergey A.,Orlov, Nikolai V.
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- CALPAIN-2 INHIBITOR COMPOUNDS AND METHODS OF TREATMENT
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Compounds of Formula (I) or (X) are provided including for treatment of disorders such as a disorder or symptom associated with neuronal cell death. In one aspect, compounds which are selective inhibitors of calpain-2 are provided. Preferred compounds can
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Page/Page column 48
(2021/08/20)
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- CALPAIN-2 SELECTIVE INHIBITOR COMPOUNDS FOR TREATMENT OF GLAUCOMA
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Compounds of Formula (I) are provided including for treatment of disorders such as glaucoma.
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Page/Page column 12
(2020/03/05)
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- Synthesis of proline analogues as potent and selective cathepsin S inhibitors
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Cathepsin S is a potential target of autoimmune disease. A series of proline derived compounds were synthesized and evaluated as cathepsin S inhibitors. We discovered potent cathepsin S inhibitors through structure-activity relationship studies of proline analogues. In particular, compound 19-(S) showed promising in vitro/vivo pharmacological activities and properties as a selective cathepsin S inhibitor.
- Kim, Mira,Jeon, Jiyoung,Song, Jiyeon,Suh, Kwee Hyun,Kim, Young Hoon,Min, Kyung Hoon,Lee, Kwang-Ok
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p. 3140 - 3144
(2013/06/26)
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- An efficient copper-catalysed pyrrole synthesis
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Copper-catalysed cyclisations of β-hydroxyhomopropargylic sulfonamides can be carried out using copper(II) acetate in hot toluene to provide generally excellent yields of the corresponding pyrroles. ARKAT-USA, Inc.
- Dunford, Damian G.,Knight, David W.,Wheeler, Robert C.
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p. 253 - 273
(2013/01/16)
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- Highly efficient and diastereoselective synthesis of 1,3-oxazolidines featuring a palladium-catalyzed cyclization reaction of 2-butene-1,4-diol derivatives and imines
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A palladium-catalyzed protocol for effective synthesis of 1,3-oxazolidines has been reported. This method is featured by the high diastereoselectivity (dr up to >98/2) and using the readily available 2-butene-1,4-diol derivatives and imines as substrates.
- Chen, Dongxu,Chen, Xiaoyi,Du, Taiping,Kong, Lichun,Zhen, Renwei,Zhen, Shaocheng,Wen, Yihang,Zhu, Gangguo
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supporting information; experimental part
p. 5131 - 5133
(2010/11/18)
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- Hydrogen bond catalyzed chemoselective N-tert-butoxycarbonylation of amines
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A novel, chemoselective mono-N-Boc protection of various structurally diverse amines with di-tert-butoxypyrocarbonate (Boc)2O is described that relies on selective carbonyl activation by hydrogen bond formation. This mild, acid- and metal-free process requires only catalytic amounts of thiourea as hydrogen bond donor.
- Khaksar, Samad,Heydari, Akbar,Tajbakhsh, Mahmood,Vahdat, Seyed Mohammad
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p. 3527 - 3529
(2008/09/21)
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- 1,1,1,3,3,3-Hexafluoroisopropanol: A recyclable organocatalyst for N-Boc protection of amines
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A simple and efficient protocol for the chemoselective mono-N-Boc protection of various structurally diverse amines with di-tert-butyl dicarbonate using 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) as solvent and catalyst is described. The catalyst can be readily separated from the reaction products and recovered for direct reuse. No competitive side reactions such as formation of isocyanate, urea, and N,N-di-Boc were observed. α-Amino alcohols afforded the N-Boc derivatives without oxazolidinone formation. Georg Thieme Verlag Stuttgart.
- Heydari, Akbar,Khaksar, Samad,Tajbakhsh, Mahmood
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experimental part
p. 3126 - 3130
(2009/04/06)
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- QUINAZOLINE DERIVATIVES AS A MULTIPLEX INHIBITOR AND METHOD FOR THE PREPARATION THEREOF
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The present invention relates to a novel quinazoline derivative and a pharmaceutically acceptable salt thereof as a multiplex inhibitor, a method for the preparation thereof, and a pharmaceutical composition and a therapeutic composition comprising same as an active ingredient. The inventive quinazoline derivative as a multiplex inhibitor can selectively and effectively inhibit diseases caused by the overactivity of a tyrosine kinase.
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(2008/06/13)
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- SYNTHESIS OF 1,2-AMINOAZIDES. CONVERSION TO UNSYMMETRICAL VICINAL DIAMINES BY CATALYTIC HYDROGENATION OR REDUCTIVE ALKYLATION WITH DICHLOROBORANES.
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1,2-aminoazides are easily prepared from 1,2-amino alcohols.Catalytic hydrogenation in the presence of palladium on charcoal or reductive alkylation with dichloroboranes afford with good yields unsymmetrically substituted vicinal diamines.
- Benalil, Aziza,Carboni, Bertrand,Vaultier, Michel
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p. 8177 - 8194
(2007/10/02)
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