SYNTHESIS OF N-(3-AZIDO-2-HYDROXYPROPYL), N-(3-PHTHALIMIDO-2-HYDROXYPROPYL) AND N-(3-AMINO-2-HYDROXYPROPYL) DERIVATIVES OF HETEROCYCLIC BASES

被引：7
|
作者：
SPASSOVA, M
DVORAKOVA, H
HOLY, A
BUDESINSKY, M
MASOJIDKOVA, M
机构：
来源：
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS | 1994年 / 59卷 / 05期
关键词：
D O I：
10.1135/cccc19941153
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alkylation of heterocyclic bases with azidomethyloxirane (I) under basic catalysis with potassium or cesium carbonate afforded N-(3-azido-2-hydroxypropyl) derivatives II. Hydrogenation of these compounds over palladium on carbon gave the corresponding 3-amino-2-hydroxypropyl derivatives III. The same compounds III were prepared by alkylation of heterocyclic bases with phthalimidomethyloxirane (VII) in the presence of cesium carbonate and subsequent reaction of the formed N-(3-phthalimido-2-hydroxypropyl) derivatives VIII with hydrazine. The phthalimido derivatives VIII are easily hydrolyzed already in weakly alkaline aqueous medium to give 9-[3-(o-carboxybenzoylamino)-2-hydroxypropyl] derivatives IX and X.
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页码：1153 / 1174
页数：22
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