Synthesis of a new class of spin-labeled purine ribonucleosides and development of a novel nucleophilic reaction to form 2,6,8-trifunctionalized purine derivatives

被引:6
作者
Aso, M [1 ]
Norihisa, K [1 ]
Tanaka, M [1 ]
Koga, N [1 ]
Suemune, H [1 ]
机构
[1] Kyushu Univ, Grad Sch Pharmaceut Sci, Fukuoka 8128582, Japan
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2000年 / 08期
关键词
Amino acids - Aromatization - Derivatives - Oxidation - Paramagnetic resonance - Silver compounds - Spectroscopy - Substitution reactions - Synthesis (chemical);
D O I
10.1039/b004445h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel purine ribonucleosides with a tert-butylhydroxyamino function at the C8-position of the purine nucleus were synthesized, and were oxidized to aminoxyl radicals by treatment with Ag2O; after O-acylation of the tert-butylhydroxyamino group, nucleophilic substitution at the C2-position of the purine nucleus easily proceeded with elimination of the N-acyloxy group to provide a novel method for preparing C2-functionalized purine ribonucleosides.
引用
收藏
页码:1637 / 1638
页数:2
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