SYNTHESIS OF 3-C-CARBAMOYL-3-C-CYANO-3-DEOXYHEXOPYRANOSIDES BY CYCLIZATION OF DIALDEHYDES WITH CYANOACETAMIDE

被引：5

作者：

GONZALEZ, FS

MATEO, FH

APARICIO, FJL

BAER, HH

机构：

[1] ACAD SCI GRANADA,E-18071 GRANADA,SPAIN

[2] UNIV OTTAWA,DEPT CHEM,OTTAWA K1N 9B4,ONTARIO,CANADA

来源：

CARBOHYDRATE RESEARCH | 1990年 / 207卷 / 01期

关键词：

D O I：

10.1016/0008-6215(90)80007-P

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 dialdehydes 1 and 11 obtained by periodate oxidation of methyl α- and β-d-glucopyranoside underwent cyclization with cyanoacetamide to give 3-deoxyhexopyranosides bearing a carbamoyl and a cyano group at C-3. Three products formed from 1 and were isolated as 4,6-benzylidene acetals and found to have the α-d-gluco, α-d-manno, and β-l-gluco configurations. From 11 was obtained a normal cyclization product having the β-d-gluco configuration, its 4-methyl ether, and a 1:2 addition product. © 1990.

引用

页码：81 / 90

页数：10

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