Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides

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

Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides

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

School of Engineering & Physical Sciences

Research output: Contribution to journal › Article › peer-review

28 Citations (Scopus)

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 language	English
Pages (from-to)	7755-7758
Number of pages	4
Journal	Tetrahedron Letters
Volume	39
Issue number	42
Publication status	Published - 15 Oct 1998

Keywords

Amino acids and derivatives
Peptide analogues/mimetics

Cite this

@article{f5997cf7443446668d273263472ff74c,

title = "Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides",

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.",

keywords = "Amino acids and derivatives, Peptide analogues/mimetics",

author = "Bailey, \{Patrick D.\} and Baker, \{S. Richard\} and Boa, \{Andrew N.\} and Joanne Clayson and Rosair, \{Georgina M.\}",

year = "1998",

month = oct,

day = "15",

language = "English",

volume = "39",

pages = "7755--7758",

journal = "Tetrahedron Letters",

publisher = "Elsevier Ltd",

number = "42",

}

TY - JOUR

T1 - Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides

AU - Bailey, Patrick D.

AU - Baker, S. Richard

AU - Boa, Andrew N.

AU - Clayson, Joanne

AU - Rosair, Georgina M.

PY - 1998/10/15

Y1 - 1998/10/15

N2 - 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.

AB - 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.

KW - Amino acids and derivatives

KW - Peptide analogues/mimetics

UR - https://www.scopus.com/pages/publications/0032532785

M3 - Article

VL - 39

SP - 7755

EP - 7758

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 42

ER -

Synthesis of α-heterosubstituted glycine derivatives from dihaloethanamides

Abstract

Keywords

Other files and links

Fingerprint

Cite this