SYNTHESIS OF THE SULFONYL ANALOG OF HYPOXANTHINE, IMIDAZO[4,5-E]-1,2,4-THIADIAZINE 1,1-DIOXIDE

被引:10
作者
HUANG, BS [1 ]
PARHAM, JC [1 ]
机构
[1] MEM SLOAN KETTERING CANC CTR,NEW YORK,NY 10021
关键词
D O I
10.1021/jo01337a005
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The unsubstituted imidazo[4, 5-e]-l, 2, 4-thiadiazine 1, 1-dioxide was prepared in good yield by reduction of 4(5)-nitroimidazole-5(4)-sulfonamide and immediate ring closure of the unstable aminoimidazole intermediate. Ribosylation of the product by the modified Hilbert-Johnson method afforded a single nucleoside analogue, which is shown to be the 7-(β-D-ribofuranosyl) derivative by comparison of its properties to those of the 5- and 7-methyl derivatives. © 1979, American Chemical Society. All rights reserved.
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页码:4046 / 4050
页数:5
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