An efficient and high yield method for the N-tert-butoxycarbonyl protection of sterically hindered amino acids

Ehab M. Khalil, Nalin L. Subasinghe, Rodney L. Johnson

Research output: Contribution to journalArticlepeer-review

56 Scopus citations

Abstract

An important method for the N-tert-butoxycarbonyl protection of the amino functionality of α-alkylated prolines and other sterically hindered α,α-disubstituted amino acids has been developed in which the lipophilic base tetramethylammonium hydroxide is used to solubilize the otherwise insoluble zwitterionic amino acid in acetonitrile, thereby obviating the need for an aqueous medium.

Original languageEnglish (US)
Pages (from-to)3441-3444
Number of pages4
JournalTetrahedron Letters
Volume37
Issue number20
DOIs
StatePublished - May 13 1996

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