摘要 |
PURPOSE:To sterically selectively obtain the subject compound useful as a synthetic intermediate for a 1beta-methylcar bapenem derivative as an antimicrobial agent without using a Lewis acid by a new method using a specific alkanoic acid amide compound as a raw material. CONSTITUTION:An alkanoic acid amide compound of formula I (R<1> is H a or lower alkyl; R<2> and R<3> together with an adjoining nitrogen atom form a heterocyclic ring) is reacted with an azetidinone compound of formula III (R<4> is a hydroxy-substituted lower alkyl; L<1> is an eliminable group) in the presence of a base [preferably lithium bis(trimethylsilyl)amide] preferably at -60 to -30 deg.C to give the objective compound. A compound of formula IV (ring B is benzene; X is O or S; Y is O, imino, etc.; Z<1> and Z<2> are H, an aryl, etc.) among the compound of formula I is a new substance and to be concrete, 2,2-di- n-butyl-3-propionyl-2,3-dihydro-4H-1,3-benzoxazin-4-one may be cited as the compound. |