Gottstein W J, Kim C U, Shih K M, McGregor D N
J Med Chem. 1978 Feb;21(2):240-2. doi: 10.1021/jm00200a022.
Hetacillin was oxidized with m-chloroperbenzoic acid to give the corresponding (R)- and (S)-sulfoxides. Ozonization of hetacillin not only oxidized the sulfide but caused unexpected oxidation of the imidazolidine ring to a 2H-imidazoline. The biological spectrum showed the (R)-sulfoxide to be appreciably more active than the (S)-sulfoxide.
海他西林用间氯过苯甲酸氧化得到相应的(R)-和(S)-亚砜。海他西林的臭氧化不仅氧化了硫化物,还使咪唑烷环意外地氧化为2H-咪唑啉。生物活性谱表明(R)-亚砜的活性明显高于(S)-亚砜。