SYNTHESIS OF 2-(BETA-D-RIBOFURANOSYL)THIAZOLE-4-CARBOXAMIDE 5'-PHOSPHATE ISOSTERES

被引：9

作者：

ANDRES, JI ^{[1
]}

GARCIALOPEZ, T ^{[1
]}

DELASHERAS, FG ^{[1
]}

MENDEZCASTRILLON, PP ^{[1
]}

机构：

[1] INST QUIM MED, JUAN CIERVA 3, E-28006 MADRID, SPAIN

来源：

NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS | 1986年 / 5卷 / 04期

关键词：

D O I：

10.1080/07328318608068683

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The syntheses of 5''-O-sulfamoyl and 5''-O-carbamoyl tiazofurin (9 and 12) are described. One pot reaction of 2'',3''-O-isopropylidene-tiazofurin (7) with hexabutyldistannoxane and sulfamoyl chloride gave the corresponding 5''-O-sulfamoyl ester, which was deprotected to yield 9. Compound 7 reacted with phenyl chloroformate to give the 5''-O-carbophenoxy derivative which on treatment with ammonium hydroxide followed by deisopropylidenation afforded 12. Improvements on the synthetic route to the starting tiazofurin are also reported.

引用

页码：423 / 429

页数：7

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