Departamento de Química, Centro de Investigación y de Estudios Avanzados del Instituto Politécnico Nacional, Apartado Postal 14-740, 07000, México, D.F., México.
J Org Chem. 2010 Nov 5;75(21):7107-11. doi: 10.1021/jo101159a.
The reactivity of N-tert-butyloxycarbonyl-N-carboxyanhydrides derived from β-alanine, (S)-β(3)-homophenylglycine, and (S)-β(3)-carboxyhomoglycine with different α- and β-amino ester hydrochlorides was examined under ball-milling activation. In particular, good to excellent yields of several relevant α,β- and β,β-dipeptides were obtained. An illustrative application of this methodology consisted in the high-yield synthesis of the mammalian α,β-dipeptide N-Boc-l-carnosine-OMe.
在球磨活化条件下，考察了 N-叔丁氧羰基-N-羧酸酐与不同的 α-和 β-氨基酯盐酸盐的反应活性。特别是，得到了几种相关的 α，β-和 β，β-二肽的良好至优异产率。该方法的一个说明性应用是高产率合成哺乳动物的 α，β-二肽 N-Boc-l-肌肽-Ome。
