REACTION OF GLYCOSYLISOTHIOCYANATES WITH 2-CHLOROETHYLAMINE - SYNTHESIS AND STRUCTURE OF N-NUCLEOSIDE ANALOGS

被引：9

作者：

AVALOS, M ^{[1
]}

BABIANO, R ^{[1
]}

CINTAS, P ^{[1
]}

FUENTES, J ^{[1
]}

JIMENEZ, JL ^{[1
]}

PALACIOS, JC ^{[1
]}

机构：

[1] UNIV SEVILLE,DEPT ORGAN CHEM,E-41071 SEVILLE,SPAIN

来源：

NUCLEOSIDES & NUCLEOTIDES | 1990年 / 9卷 / 01期

关键词：

D O I：

10.1080/07328319008045117

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：

Per—O-acetyl-β-D—glycopyranosylisothiocyanates (3 and 4) were condensed with 2—chloroethylamine hydrochloride to afford N,N’—bis(per- O-acetyl-β-D-glycopyranosyl)-^—(2-thiazolin-2-yl)thioureas (5 and 6) through the glycosylaminoheterocycles (7 and 8) as intermediates. Compounds 7 and 8 were converted into N—(2-thiazolin-2-yl)urea or thioureas (9—11) by reaction with iso(thio)cyanates. Compounds 5, 6 and 9—11 show a strong chelated structure due to an intramolecular hydrogen bond, which anchors the E,Z conformation in solution. © 1990, Taylor & Francis Group, LLC. All rights reserved.

引用

页码：137 / 149

页数：13

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