SYNTHESIS OF A NOVEL DIOXANE NUCLEOSIDE HAVING 2 BASES, -5(R)-HYDROXYMETHYL-3(R)-(URACIL-1-YL)-1,4-DIOXANE AND ITS 2(S)-ISOMER, FROM URIDINE

Authors
MAEDA M KAJIMOTO N YAMAIZUMI Z OKAMOTO Y NAGAHARA K TAKAYANAGI H
Citation
M. Maeda et al., SYNTHESIS OF A NOVEL DIOXANE NUCLEOSIDE HAVING 2 BASES, -5(R)-HYDROXYMETHYL-3(R)-(URACIL-1-YL)-1,4-DIOXANE AND ITS 2(S)-ISOMER, FROM URIDINE, Tetrahedron letters, 38(39), 1997, pp. 6841-6844
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
39
Year of publication
1997
Pages
6841 - 6844
Database
ISI
SICI code
0040-4039(1997)38:39<6841:SOANDN>2.0.ZU;2-V
Abstract
A novel dioxane nucleoside for chemotherapy, )5(R)-hydroxymethyl-3(R)- (uracil-1-yl)-1,4-dioxane and its 2(S)-isomer, were conveniently synth esized from uridine with Several steps including periodate oxidation, partial reduction to form hemiacetals, and glycosidation of the second base, 5-fluorouracil, using stannic chloride as the catalyst. (C) 199 7 Elsevier Science Ltd.