Process development on (3S,4S)-[(R)-1 '-((tert-butyldimethylsilyl)oxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone 1-beta-methylcarbapenem key intermediate

Authors
Lu, XB Xu, ZL Yang, GJ Fan, R
Citation
Xb. Lu et al., Process development on (3S,4S)-[(R)-1 '-((tert-butyldimethylsilyl)oxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone 1-beta-methylcarbapenem key intermediate, ORG PROC R, 5(2), 2001, pp. 186-188
Citations number
23
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
5
Issue
2
Year of publication
2001
Pages
186 - 188
Database
ISI
SICI code
1083-6160(200103/04)5:2<186:PDO('>2.0.ZU;2-8
Abstract
The process for the stereoselective synthesis of the 1-beta -methylcarbapen em key intermediate 2 via the Reformatsky-type reaction employing a dihydro -oxazinone derivative has been developed for large-scale production. The mo st difficult problem involved in the development was the exothermic nature of the reaction. Change of acidification order avoided the heat release in the hydrolysis of 5 to 2.