A FACILE SYNTHESIS OF BETA-(S-BENZYLMERCAPTO)-BETA,BETA-CYCLOPENTAMETHYLENE-PROPIONIC ACID

  • 1 January 1983
    • journal article
    • research article
    • Vol. 21  (5) , 568-570
Abstract
The title compound is a key intermediate for the preparation of oxytocin and vasopressin antagonists. Using sodium benzylmercaptide instead of boron trifluoride etherate as catalyst gives a better than 4-fold overall improvement in yield of the title compound from ethyl cyclohexylideneacetate and benzylmercaptan. The preparation of the corresponding acid labile S-p-methylbenzylmercapto and S-p-methoxybenzylmercapto analogs is also described.

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