Toward Synthesis of α-Alkyl Amino Glycines (A3G), New Amino Acid Surrogates
- 18 June 2002
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 67 (15) , 5408-5411
- https://doi.org/10.1021/jo020154s
Abstract
A general method giving access to protected α-alkyl amino glycines (A3G) 4 from the previously described precursor α-isopropylthioglycine 1 is described. In the presence of N-bromosuccinimide, displacement of the thiol by a large variety of amines afforded the corresponding racemic amino acid mimics. The efficiency of the reaction was strongly dependent on the protective groups of the nucleophile used in the condensation.Keywords
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