A NOVEL ROUTE TO 1,4-ANHYDRO DERIVATIVES OF BETA-D-GALACTOPYRANOSE

被引:11
作者
BULLOCK, C
HOUGH, L
RICHARDSON, AC
机构
[1] Department of Chemistry, King's College London, The Strand, London
关键词
D O I
10.1016/0008-6215(90)84136-I
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
Treatment of 1-O-acetyl-4-O-mesyl derivatives of α-d-glucopyranose with sodium azide in N,N-dimethylformamide gave 1,4-anhydro derivatives of β-d-galactopyranose and not the expected 4-azides. 1,4-Anhydro-6-azido-2,3-di-O-benzoyl-6-deoxy-β-d-galactopyranose was converted into the corresponding 6-bromide, using hydrogen bromide in glacial acetic acid. Similar treatment of 6-azido- and 4,6-diazido-hexoses leads to rapid and specific substitution of the 6-azide by bromide in each case. © 1990.
引用
收藏
页码:131 / 138
页数:8
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