Facile Preparation of N-Tosyl-L-Phenylalanine Chloromethyl Ketone
A method for the facile preparation of N-tosyl-L-phenylalanine chloromethyl ketone was developed. LPhenylalanine was tosylated and converted to the activated ester of p-nitrophenol. Subsequent reaction with dimethylsulfoxonium methylide and treatment with lithium chloride and methanesulfonic acid afforded the α- chloroketone. This practical procedure avoided the use of toxic and explosive diazomethane.
Keywords: N-tosyl-L-phenylalanine chloromethyl ketone; Serine protease inhibitors; sulfur; ylides; α-chloroketone
Document Type: Research Article
Publication date: 01 December 2009
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