ペニシリンの研究 (第9報)

2-Phenyl-4-ethoxymethylene-5-oxazoloneの諸反應とペニシリンの構造に関する一考察

抄録

Various structures have been proposed for penicillin and, in spite of the successful synthesis of penicillin by du Vigneaud, et al., it has not yet reached a decisive stage. As a model of penicillin synthesis, the authors reacted 2-phenyl-4-ethoxymethylene-5-oxazolone with glycine (and its ester), added benzylthiol to the reaction product in the presence of sodium alcoholate, and discussed the structure of the final product. This compound was proved to be benzyl α-benzoylamino-β-carboxy (or carbethoxy)-methyl-aminothioacrylate, and the authors pointed out that this compound corresponds to the model of the unsaturated thiolactone formula of penicillin proposed by Cavallito.