1370639-66-9Relevant articles and documents
Enantioselective, chromatography-free synthesis of β3-Amino acids with natural and unnatural side chains
Gerfaud, Thibaud,Chiang, Ying-Ling,Kreituss, Imants,Russak, Justin A.,Bode, Jeffrey W.
, p. 687 - 696 (2012/07/13)
β3-Amino acids are key components of some pharmaceuticals, excellent surrogates for metabolically labile α-amino acids, and building blocks for chiral heterocycles. Unfortunately they are not easily accessible in enantiomerically pure form, especially when possessing unnatural side chains. A flexible, chromatography-free process for the synthesis of enantiopure β3-amino acids possessing natural and unnatural side chains is described. The procedure uses inexpensive starting materials and reagents and offers a good alternative to the hazardous and expensive Arndt-Eistert homologation of enantiopure α-amino acids. Its utility has been demonstrated with the preparative scale synthesis of two valuable β3-amino acids possessing unnatural side chains.