THE USE OF ACETYL BROMIDE FOR THE MULTIGRAM SYNTHESIS OF THE ANTI-HIV AGENT 2',3'-DIDEHYDRO-2',3'-DIDEOXYCYTIDINE (D4C)

被引：16

作者：

STARRETT, JE ^{[1
]}

TORTOLANI, DR ^{[1
]}

BAKER, DC ^{[1
]}

OMAR, MT ^{[1
]}

HEBBLER, AK ^{[1
]}

WOS, JA ^{[1
]}

MARTIN, JC ^{[1
]}

MANSURI, MM ^{[1
]}

机构：

[1] UNIV ALABAMA,DEPT CHEM,TUSCALOOSA,AL 35487

来源：

NUCLEOSIDES & NUCLEOTIDES | 1990年 / 9卷 / 07期

关键词：

D O I：

10.1080/07328319008045205

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：

Treatment of uridine (1) with acetyl bromide produced bromoacetate 2 which was reduced with Zn/Cu to give the 2’, 3’ - unsaturated uridine (d4U; 3). Conversion of the uracil moiety of 3 to thioamide 7 with Lawesson's reagent, followed by amination and deprotection with methanolic ammonia, afforded d4C (9). This multigram scale process for the synthesis of d4C proceeded in 20% yield from uridine. © 1990, Taylor & Francis Group, LLC. All rights reserved.

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页码：885 / 897

页数：13

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