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

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

SUBMITTER: Olma A

PROVIDER: S-EPMC3351611 | biostudies-literature | 2012 Jun

REPOSITORIES: biostudies-literature

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

Olma A A Lasota A A Kudaj A A

Amino acids 20110817 6

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. ...[more]

PMID: 21847610

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