A synthesis of bredinin (Mizoribine®) from an acyclic precursor

被引:9
作者
Humble, Robert W. [1 ]
Middleton, Danielle F. [1 ]
Banoub, Joseph [2 ]
Ewing, David F. [1 ]
Boa, Andrew N. [1 ]
Mackenzie, Grahame [1 ]
机构
[1] Univ Hull, Dept Chem, Kingston Upon Hull HU6 7RX, Yorks, England
[2] Fisheries & Oceans Canada, Dept Fisheries & Oceans, Sci Branch, St John, NF, Canada
基金
英国工程与自然科学研究理事会;
关键词
Nucleoside; 5-Hydroxyimidazole; Cyclisation; IMIDAZOLE DERIVATIVES; 4-CARBAMOYLIMIDAZOLIUM-5-OLATE; ANTITUMOR; ANALOGS;
D O I
10.1016/j.tetlet.2011.09.085
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Bredinin (4-carbamoyl-1-beta-D-ribofuranosylimidazolium-5-olate, 1) was synthesised by the formation of a malonamate from 2,3-isopropylidene-D-ribofuranosylamine and ethyl malonyl chloride, followed by a sequence involving amination, via reduction of an oxime, heterocycle formation and then deprotection. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6223 / 6227
页数:5
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