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- ISSN: 1570-1786
- E-ISSN: 1875-6255
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Facile Preparation of N-Tosyl-L-Phenylalanine Chloromethyl Ketone
- Source: Letters in Organic Chemistry, Volume 6, Issue 8, Dec 2009, p. 648 - 649
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- 01 Dec 2009
Abstract
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.
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