Improved stereoselective synthesis of the beta-anomer of 1-[3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-D-ribofuranosyl]-5-iodo-2-pyrimidinone

Citation
R. Schure et al., Improved stereoselective synthesis of the beta-anomer of 1-[3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-D-ribofuranosyl]-5-iodo-2-pyrimidinone, ORG PROC R, 3(2), 1999, pp. 135-138
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
3
Issue
2
Year of publication
1999
Pages
135 - 138
Database
ISI
SICI code
1083-6160(199903/04)3:2<135:ISSOTB>2.0.ZU;2-M
Abstract
The lack of stereochemical control has been a major hurdle in synthesizing beta-nucleosides in large scale. This paper reports a study of the effects of different catalysts used in the synthesis of beta-nucleosides, The effec ts of time and temperature on alpha- and beta-anomers are illustrated in th is paper, The yield and selectivity of the beta-nucleoside have been improv ed vastly at temperatures between -30 and -40 degrees C and by using SnCl4 as the catalyst.