1953 年 73 巻 5 号 p. 428-432
By the application of 2 moles of aniline to benzylpenicillin, aniline salt of d-α-benzylpenicilloic acid α-anilide was obtained, which was easily converted to d-β-benzylpenicilloic acid α-anilide by boiling the first compound in methanol for 72 hours. Boiling of the benzene solution of benzylpenicillin methyl ester only gave β-methyl-d-α-benzylpenicilloic acid α-anilide, but the boiling of it in dioxane, and changing the time of boiling gave the above two α- and β-forms, as well as two kinds of compounds which was assumed to be the isomers of these compounds, although the yield of the two latter were very poor and their purification were difficult. No decisive evidence was obtained as to which of these two belonged to the γ- or δ-type.