SYNTHESIS OF SOME NOVEL 1-(5-THIO-BETA-D-GLUCOPYRANOSYL)-6-AZAURACIL DERIVATIVES - THIOSUGAR NUCLEOSIDES

被引：7

作者：

ALMASOUDI, NA

PFLEIDERER, W

LAZREK, HB

机构：

[1] UNIV CONSTANCE,FAC CHEM,W-7750 CONSTANCE,GERMANY

[2] UNIV CADI AYYAD,FAC SCI,DEPT CHEM,MARRAKECH,MOROCCO

来源：

NUCLEOSIDES & NUCLEOTIDES | 1993年 / 12卷 / 07期

关键词：

D O I：

10.1080/07328319308021503

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 chemical syntheses of 1-(2,3,4,6-tetra-0-acety]-5-thio-beta-D-glucopyranosyl)-6-azauracil (A) and the 5-bromo analogue 6 are described- Deblocking of 4 and 6 with sodium methoxide afforded the free nucleosides 5 and 7, respetively. Treatment of 6 with benzylmercaptan in basic medium led to the formation of 6-benzylthio-1-((2,3,4,6-tetra-0-acetyl-5-thio-beta-D-glucopyranosyl)-6-azauracil (8), in good yield, which was deblocked to 9 on treatment with sodium methoxide. Reaction of 6 with benzlamine gave 5-benzylamino-1-(5-thio-beta-D-glucopyranosyl)-6-azauracil (10).

引用

页码：687 / 699

页数：13

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