SYNTHESIS OF 6-C-SUBSTITUTED PURINE NUCLEOSIDES - ALPHA-(AMINOMETHYLENE)-9-BETA-D-RIBOFURANOSYLPURINE-6-ACETIC ACID-DERIVATIVES

被引:0
作者
HAMAMICHI, N [1 ]
MIYASAKA, T [1 ]
机构
[1] SHOWA UNIV, SCH PHARMACEUT SCI, SHINAGAWA KU, TOKYO 142, JAPAN
关键词
PURINE; ENAMINO-AMIDE; ENAMINO-ETHYL ESTER; CATALYTIC HYDROGENATION; RIBOFURANOSE;
D O I
暂无
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Alpha-(aminomethylene)-beta-D-ribofuranosylpurine-6-acetamide (4) and the ethyl acetate (9) have been synthesized by catalytic hydrogenation of 6-cyanomethylenepurine derivatives (3 and 7). 6-Cyanomethylenepurines were obtained by substitution of 6-chloro-9-(2,3-O-isopropylidene-beta-D-ribofuranosyl)purine (1) with alpha-cyanoacetamide and ethyl cyanoacetate, followed by deprotection of the isopropylidene group. Substitution of 4 and 9 with benzylamine and aniline gave the corresponding N-benzyl- and N-phenyl-substituted alpha-(aminomethylene)-beta-D-ribofuranosylpurine-6-acetamides (5) and the ethyl acetate (10), respectively.
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页码:843 / 845
页数:3
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