Synthesis of 3-beta-D-ribofuranosyl-1H-pyrazole-4-carboxamide

被引:10
作者
Nishiyama, Y [1 ]
Nishimura, N [1 ]
Kuroyanagi, N [1 ]
Maeba, I [1 ]
机构
[1] MEIJO UNIV,FAC PHARM,TEMPAKU KU,NAGOYA,AICHI 468,JAPAN
关键词
synthesis; C-nucleoside; pyrazole-4-carboxamide; glycosyl enaminone;
D O I
10.1016/S0008-6215(97)00047-5
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
The synthesis of 3-beta-D-ribofuranosyl-1H-pyrazole-4-carboxamide (11) is described. Treatment of enaminone glycoside 1 with trimethyl orthoformate afforded the aldehyde 2. The aldehyde 2 was oximated with hydroxylamine. Grime 3 was cyclized with hydrazine to afford the pyrazole 8. The pyrazole 8 was dehydrated with acetic anhydride, and the nitrile 9 was treated with nickel acetate in acetic acid. The resulting carboxamide 10 was deblocked by aq ammonia gave 11. (C) 1997 Published by Elsevier Science Ltd.
引用
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页码:283 / 288
页数:6
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