A flexible and efficient synthesis of the pyrrolidine α-glycosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1)

被引:37
作者
Hulme, AN [1 ]
Montgomery, CH [1 ]
Henderson, DK [1 ]
机构
[1] Univ Edinburgh, Dept Chem, Edinburgh EH9 3JJ, Midlothian, Scotland
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 12期
关键词
D O I
10.1039/b002707n
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The alpha-glucosidase inhibitor 1,4-dideoxy-1,4-imino-D-arabinitol (DAB-1) 8 is synthesised in ten steps from D-serine with an overall yield of 49%; the key step of this synthesis makes use of the readily prepared serine-derived alpha-dibenzylamino aldehyde 3 in a highly diastereoselective glycolate aldol reaction.
引用
收藏
页码:1837 / 1841
页数:5
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