SYNTHESIS OF CERTAIN BETA-D-RIBOFURANOSYLTHIAZOLE C-NUCLEOSIDES FROM A VERSATILE PRECURSOR

被引：50

作者：

COUSINEAU, TJ ^{[1
]}

SECRIST, JA ^{[1
]}

机构：

[1] OHIO STATE UNIV,DEPT CHEM,COLUMBUS,OH 43210

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 24期

关键词：

D O I：

10.1021/jo01338a023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A synthesis of the versatile C-nucleoside precursor 3, 6-anhydro-2-bromo-2-deoxy-4, 5-O-isopropylidene-7-O-trityl-D-a(Zo-heptose (lc) is described. Treatment of lc with various thiocarbamoyl-containing compounds (6) in hexamethylphosphoramide results in the formation of protected 2-substituted-5-C-ribosylthiazoles 7-9. Liberation of the nucleosides 10-12 is accomplished with either methanolic hydrogen chloride or aqueous formic acid. Complete 13C and NMR data are presented for all compounds. © 1979, American Chemical Society. All rights reserved.

引用

页码：4351 / 4358

页数：8

共 22 条

[1] UBER THIAZOLE .18. UBER DIE SYNTHESE VON 2-[D-GLUCO-PENTAOXY-PENTYL]-THIAZOLEN [J].