A convenient method for synthesis of 2R,3S and 2S,3S N-Boc phenylalanine
epoxides using readily available allylamine is described. Previous
methods employed multistep synthetic routes from l-phenyl
alanine that include use of m-chloroperbenzoic acid
(m-CPBA) and a chromatographic method for purification
of the desired diastereomers. Column purification could be eliminated
by bringing in much improvement in the existing process. The process
was further enhanced by replacing m-CPBA with oxone,
an ecofriendly reagent advantageous for commercial application. The
overall green process discussed involves the recovery and recycling
of enantiomers of chiral allyl amines and judicial separation of diastereomers
of the epoxides using simple economical methods.
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