SYNTHESIS OF -[(4''-O-STEAROYL)-ALPHA-L-FUCOPYRANOSYL]THYMIDINE - A SHIMOFURIDIN ANALOG

Authors
NING J KONG FZ
Citation
J. Ning et Fz. Kong, SYNTHESIS OF -[(4''-O-STEAROYL)-ALPHA-L-FUCOPYRANOSYL]THYMIDINE - A SHIMOFURIDIN ANALOG, Bioorganic & medicinal chemistry letters, 7(23), 1997, pp. 2941-2944
Citations number
11
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
7
Issue
23
Year of publication
1997
Pages
2941 - 2944
Database
ISI
SICI code
0960-894X(1997)7:23<2941:SO--AS>2.0.ZU;2-P
Abstract
A synthesis of the title compound has been achieved. The procedure inv olves a facile preparation of 1'-(3',5'-di-O-benzyl-A-D-ribofUranosyl) -thymine (8) with 1,2-anhydroribofuranose (7) as the glycosyl donor, s tereoselective formation of a 1,2-cis (alpha) interglycoside bond with 4-O-stearoylated pyrimidin-2-yl 1 thio-beta-L-fucopyranoside (16) as the glycosyl donor. (C) 1997 Elsevier Science Ltd.