Synthesis of 2',3'-dideoxypurinenucleosides via the palladium catalyzed reduction of 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)purine derivatives

被引：15
|
作者：
Shiragami, H [1 ]
Amino, Y [1 ]
Honda, Y [1 ]
Arai, M [1 ]
Tanaka, Y [1 ]
Iwagami, H [1 ]
Yukawa, T [1 ]
Izawa, K [1 ]
机构：
[1] AJINOMOTO CO INC,CENT RES LABS,KAWASAKI KU,KAWASAKI,KANAGAWA 210,JAPAN
来源：
NUCLEOSIDES & NUCLEOTIDES | 1996年 / 15卷 / 1-3期
关键词：
D O I：
10.1080/07328319608002368
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：
Practical method to produce 2',3'-dideoxypurinenucleosides from 9-(2,5-di-O-acetyl-3-bromo-3-deoxy-beta-D-xylofuranosyl)purines (1) was developed. High ratio of 2',3 '-dideoxynucleoside to 3'-deoxyribonucleoside was obtained by Selecting the reaction conditions (solvent, pH and/or base), or changing 2'-acyloxy leaving group. The reaction mechanism was studied by deuteration experiments of 1a and 1-(3,5-di-O-acetyl-2-bromo-2-deoxy-beta-D-ribofuranosyl)thymine (12).
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页码：31 / 45
页数：15
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