Enzymatic Ammonolysis of Trimethylsilylmethyl Acetate in Microaqueous Phase

摘要

Organosilicon compounds are non-natural compounds containing C-Si bond. They not only play an important role in asymmetric synthesis and functional materials, but also are bioactive. As drugs, they have better pharmacological efficiency, higher selectivity and lower toxicity than their carbon counterparts. Sila-substitution seems to be a useful and efficient strategy in drug design and should be regarded as a complementary tool for the development of new drugs. The enzymatic ammonolysis reaction of carboxylic esters with ammonia discovered in the mid of 1990s provides a useful alternative for the synthesis of functional amides as well as an attractive method for the preparation of optically pure compounds. In recent years many studies have focused on the ammonolysis of carboxylic esters. So far, there has been no report on the ammonolysis of silicon-containing esters. In this paper the possibility of enzymatic ammonolysis of organosilyl esters in organic solvent was explored for the first time.