Synthesis and conformational analysis of the N1- and N3-5-fluorouracil nucleosides of 4-deoxyl- l- threo-hex-4-enopyranuronic acid

4′,5′-Unsaturated nucleosides are obtained by the action of 1,5-diazabicyclo-[5.4.0]undec-5-ene on N 1- and N 3-(methyl 2,3,4-tri- O-acetyl-β- d-glucopyranosyluronate)-5-fluorouracil. The 2 H 1 conformation of N 1- and N 3-(methyl 4-deoxy-α- l- threo-hex-4-enopyranosyluronate)-5-fluorouracil has bee...

Full description

Saved in:
Bibliographic Details
Published in:Carbohydrate research 1985-12, Vol.145 (1), p.123-129
Main Authors: Timoshchuk, Victor A., Kulinkovich, Ludmila N.
Format: Article
Language:English
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:4′,5′-Unsaturated nucleosides are obtained by the action of 1,5-diazabicyclo-[5.4.0]undec-5-ene on N 1- and N 3-(methyl 2,3,4-tri- O-acetyl-β- d-glucopyranosyluronate)-5-fluorouracil. The 2 H 1 conformation of N 1- and N 3-(methyl 4-deoxy-α- l- threo-hex-4-enopyranosyluronate)-5-fluorouracil has been established by 1H-n.m.r. and c.d. methods. Interaction of the heterocyclic base and the double bond of the sugar moiety is demonstrated.
ISSN:0008-6215
1873-426X
DOI:10.1016/S0008-6215(00)90418-X