GLYCOSIDASE INHIBITORS AND PREPARATION THEREOF专利检索- 杂环化合物含有硒原子或碲原子作为仅有的杂环原子的环专利检索查询-专利查询网

GLYCOSIDASE INHIBITORS AND PREPARATION THEREOF
申请号	PCT/CA0100010	申请日	2001-01-05	公开(公告)号	WO0149674A3	公开(公告)日	2001-11-29
申请人	UNIV FRASER SIMON; PINTO BRIAN M; JOHNSTON BLAIR D; GHAVAMI AHMAD;			发明人	PINTO BRIAN M; JOHNSTON BLAIR D; GHAVAMI AHMAD;
摘要	A method for synthesizing Salacinol, its stereoisomers, and non-naturally occurring selenium and nitrogen analogues thereof having formula (I). The compounds are potentially useful as glycosidase inhibitors. The synthetic schemes comprise reacting a cyclic sulfate with a 5-membered ring sugar containing a heteroatom (X). The heteroatom preferably comprises sulfur, selenium, or nitrogen. The cyclic sulfate and ring sugar reagents may be readily prepared from carbohydrate precursors, such as D-glucose, L-glucose, D-xylose and L-xylose. The target compounds are prepared by opening of the cyclic sulfates by nucleophilic attack of the heteroatoms on the 5-membered ring sugars. The resulting heterocyclic compounds have a stable, inner salt structure comprising a heteroatom cation and a sulfate anion. The synthetic schemes yield various stereoisomers of the target compounds in moderate to good yields with limited side-reactions. In an alternative embodiment of the invention, the cyclic sulfate may be similarly reacted with a 6-membered ring sugar containing a heteroatom (X) to yield a compound having formula (XII).
权利要求
说明书全文