| 摘要 |
PURPOSE:Wide ranges of azaoxabicycloheptanes with the same conformations as the natural products which bactericidal activity and beta-lactamase inhibition action are prepared from 4-alkylmercaptoazetidine-2-one. CONSTITUTION:The reaction of a compound of formulaI(R<1> is lower alkyl) with an alpha-halogenoacetic acid derivative of formula II (S is halogen; R<2> is H, group protecting carboxyl group) gives 2-azetidinyl acetate of formula X, and the product is reacted with a compound of the formula: R<3> R<4>C=O(R<3> is H, 1-4C alkyl aryl; R<4> is H, 1-4C alkyl) to form 2-azetidinyl-3-hydroxy-propionate of formla IV. Subsequently the compound of formula IV is halogenated to a compound of formula V, which is dehydrohalogenated to afford an azaoxabicycloheptane of formula VI. |
