Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides

Patrick D. Bailey, S. Richard Baker, Andrew N. Boa, Joanne Clayson, Georgina M. Rosair

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Abstract

A range of protected a-heterosubstituted analogues of glycine were synthesised from starting materials of the type CHFX-CONHR [X = Cl, Br, I; R = CH2Ph, (s)-CHMePh]; the final products included derivatives of glycine possessing N, O, F or S in the a-position, and the first example of a free a-fluoro-a-amino acid (a-fluorobetaine) whose structure was confirmed by X-ray crystal structure determination.

Original languageEnglish
Pages (from-to)7755-7758
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number42
Publication statusPublished - 15 Oct 1998

Keywords

  • Amino acids and derivatives
  • Peptide analogues/mimetics

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    Bailey, P. D., Baker, S. R., Boa, A. N., Clayson, J., & Rosair, G. M. (1998). Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides. Tetrahedron Letters, 39(42), 7755-7758.