Abstract
Abstract The reaction of N-benzyloxycarbonylcarboxamides with alkyl sulfonates or halides gave N-alkylated and O-alkylated products. On treatment with HBr-AcOH, the N-alkyl-N-benzyloxycarbonylcarboxamides were converted to N-alkylcarboxamides. When N-benzyloxycarbonylbenzamide was allowed to react with (S)-(−)-ethyl lactate, triphenylphosphine and diethyl azodicarboxylate, followed by treatment with HBr-AcOH, (R)-(−)-N-benzoylalanine ethyl ester was obtained with high optical purity.
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