General and efficient route to 3 `-deoxy-3 `-N-, S-, and C-substituted altropyranosyl thymines from 2',3'-O-anhydro-mannopyranosylthymine

TitleGeneral and efficient route to 3 `-deoxy-3 `-N-, S-, and C-substituted altropyranosyl thymines from 2',3'-O-anhydro-mannopyranosylthymine
Publication TypeJournal Article
Year of Publication2007
AuthorsDeshpande, SG, Pathak, T
JournalTetrahedron
Volume63
Issue3
Pagination602-608
Date PublishedJAN
Type of ArticleArticle
ISSN0040-4020
Abstract

An efficient route to 1-(2,3-O-anhydro-4,6-O-phenylmethylene–D-mannopyranosyl) thymine from 1,2,4,6-tetra-O-acetyl-3-O-tosyl-beta-D-glucopyranose has been devised. This newly synthesized epoxide is opened up regioselectively at the C-3'-position by N-, S-, and C-nucleophiles to afford a wide range of new 3-deoxy-3'-substituted altropyranosyl thymines. (c) 2006 Published by Elsevier Ltd.

DOI10.1016/j.tet.2006.11.025
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)2.645
Divison category: 
Organic Chemistry