Amino Acids 2012-06-01

A convenient route to optically pure α-alkyl-β-(sec-amino)alanines.

A Olma, A Lasota, A Kudaj

Index: Amino Acids 42(6) , 2525-8, (2012)

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Abstract

The cyclization of N-Boc-α-alkylserines to corresponding β-lactones under Mitsunobu reaction conditions and the ring opening with heterocyclic amines (pyrrolidine, piperidine, morpholine and thiomorpholine) produced N-Boc-α-alkyl-β-(sec-amino)alanines. The removal of the Boc group gives di-hydrochlorides of non-protein amino acids.