Convenient chemoenzymatic synthesis of (1S,7aS)-1-hydroxy-5-oxo-4-(2 `-carboxyethyl)-7a-methyltetrahydro-indane - a key intermediate of steroids

TitleConvenient chemoenzymatic synthesis of (1S,7aS)-1-hydroxy-5-oxo-4-(2 `-carboxyethyl)-7a-methyltetrahydro-indane - a key intermediate of steroids
Publication TypeJournal Article
Year of Publication2006
AuthorsKalkote, UR, Purude, AN, Puranik, VG, Gurjar, MK
JournalJournal of Molecular Catalysis B-Enzymatic
Volume40
Issue1-2
Pagination38-43
Date PublishedMAY
Type of ArticleArticle
ISSN1381-1177
Keywordschemoenzymatic method, Enzymatic hydrolysis, steroids, terpenoids
Abstract

A porcine pancreatic lipase mediated enzymatic hydrolysis of (+/-)-1-acetoxy-5-oxo-4-(2 `-carbomethoxyethyl)-7a-methyltetrahydroindane (5b) furnished (1S,7aS)-1-acetoxy-5-oxo-4-(2 `-carbomethoxyethyl)-7a-methyltetrahydro-indane (9) and (1R,7aR)-1-hydroxy-5-oxo-4-(2 `-carbomethoxyethyl)-7a-methyltetrahydro-indane (8) with > 99% e.e. which on further chemical hydrolysis gave 1 and ent-1, key intermediates of steroids. (c) 2006 Elsevier B.V. All rights reserved.

DOI10.1016/j.molcatb.2006.01.037
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

2.189

Divison category: 
Center for Material Characterization (CMC)
Organic Chemistry