The synthesis of some new 3-carbomethoxy-5-oxoperhydro-1,4-thiazepines is described. Halogenation studies led to the preparation of three potential substituted penam ring precursors: 6,7-dibromo-3-carbomethoxy-5-oxoperhydro-1,4-thiazepine, 3-carbomethoxy-6,7-dichloro-5-oxoperhydro-1,4-thiazepine, and 3-carbomethoxy-7-chloro-6,6-dimethyl-5-oxoperhydro-1,4-thiazepine. Preliminary studies on the reactivity of these a-halothioethers showed that methanolysis to the corresponding methoxy-thiazepines may be carried out in nearly quantitative yields in the case of the first two derivatives; the third compound, on the other hand, led to an open-chain dehydrohalogenated product where C-7 is converted to the corresponding dimethyl acetal.La synthkse de quelques nouvelles methoxycarbonyl-3 0x0-5 perhydrothiazepines-1,4 est rapportee. Des etudes sur I'halogtnation de ces composes ont conduit a la preparation de trois precurseurs possibles du noyau penam substitue: la dibromo-6,7 mCthoxycarbony1-3 0x0-5 perhydrothiazCpine-1,4, la dichloro-6,7 methoxycarbonyl-3 0x0-5 perhydrothiazepine-l,4, et la chloro-7 dimethyl-6,6 mCthoxycarbony1-3 0x0-5 perhydrothiazepine-l,4. Des etudes preliminaires sur la rtactivite de ces a-halogCnothioethers ont montre que, dans le cas des deux premiers derives, la mkthanolyse pour donner les mCthoxy thiaztpines correspondantes peut Ctre effectuee avec des rendements quasi-quantitatifs; le troisieme compos6, d'autre part, a conduit a un produit de dtshydrohalogenation oh le C-7 est transforme en dimethyl ac6tal correspondant.
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