Simple and practical approach to enantiomerically pure (S)-3-hydroxy-gamma-butyrolactone: synthesis of (R)-4-cyano-3-hydroxybutyric acid ethyl ester

TitleSimple and practical approach to enantiomerically pure (S)-3-hydroxy-gamma-butyrolactone: synthesis of (R)-4-cyano-3-hydroxybutyric acid ethyl ester
Publication TypeJournal Article
Year of Publication2005
AuthorsKumar, P, Deshmukh, AN, Upadhyay, RK, Gurjar, MK
JournalTetrahedron-Symmetry
Volume16
Issue16
Pagination2717-2721
Date PublishedAUG
Type of ArticleArticle
ISSN0957-4166
Abstract

The oxidation of alpha- or beta-(1,4) linked disaccharides or oligosaccharides with cumene hydroperoxide in the presence of a base gave (S)-3,4-dihydroxybutyic acid, which was cyclized under acidic conditions to furnish (S)-3-hydroxy-gamma-butyrolactone. This was subsequently converted into (R)-cyano-3-hydroxybutyric acid ethyl ester, an intermediate for statin based drugs and other related compounds. (c) 2005 Elsevier Ltd. All rights reserved.

DOI10.1016/j.tetasy.2005.07.012
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.108
Divison category: 
Organic Chemistry