A SERIES OF NOVEL ACYCLIC NUCLEOSIDES .4. SYNTHESIS OF N1-SULFUR ANALOGS OF ACYCLOVIR, DIRECTED TOWARD IMPROVED ANTIVIRAL ACTIVITIES

被引：0

作者：

KANEKO, C ^{[1
]}

HARA, S ^{[1
]}

MATSUMOTO, H ^{[1
]}

TAKEUCHI, T ^{[1
]}

MORI, T ^{[1
]}

IKEDA, K ^{[1
]}

MIZUNO, Y ^{[1
]}

机构：

[1] HOKKAIDO UNIV, CTR INSTRUMENTAL ANAL, KITA KU, SAPPORO, HOKKAIDO 060, JAPAN

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 1991年 / 39卷 / 04期

关键词：

ANTIVIRAL AGENT; ACYCLONUCLEOSIDE; OXIDATIVE DESULFURATION; IMIDAZO[4,5-D][1,3]THIAZIN-7(3H)-ONE; LAWESSON REAGENT;

D O I：

暂无

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Novel imidazothiazine acyclic nucleoside analogues (9a-d, 12a-d and 3c, d) in which N1 of the purine base is replaced by a sulfur atom were synthesized. 5-Substituted imidazo[4,5-d][1,3]thiazine-7(3H)-thiones (7a-d) were prepared from 5(4)-substituted amino-4(5)-ethoxycarbonyl-1(3H)-imidazoles with Lawesson reagent and then 7a-d were alkylated with 2-oxa-1,4-butanediol diacetate or with 2-acetoxyethoxymethyl halide to give 9a-d and 10a, d in moderate yields. Compounds 9a-d were led to the corresponding 7-one derivatives (12a-d) by KMnO4 oxidation. Deprotection of the acetyl group in 9a-d and 12c, d was achieved by means of the Zemplen procedure.

引用

页码：871 / 875

页数：5