Process for preparing optically active 2-amino-Omega-oxoalkanoic acid derivatives
申请人:DSM N.V.
公开号:EP0905257A1
公开(公告)日:1999-03-31
Process for preparing an (S)-2-amino-ω-oxoalkanoic acid derivative in which the corresponding aldehyde is converted into the corresponding acetal-protected aldehyde, the acetal-protected aldehyde is converted into the corresponding aminonitrile, the aminonitrile is converted into the corresponding amino acid amide, the amino acid amide is subjected to an enzymatic, enantioselective hydrolysis in which the R enantiomer of the amino acid amide remains and the S enantiomer is converted into the S amino acid, and the S amino acid is isolated. Preferably, the reaction mixture obtained after the conversion of the aminonitrile into the amino acid amide is treated with a benzaldehyde, upon which the Schiff base of the amino acid amide is formed, the Schiff base is separated and is converted into the free amino acid amide.
制备(S)-2-氨基-ω-氧代烷酸衍生物的工艺,其中相应的醛转化为相应的受乙缩醛保护的醛,受乙缩醛保护的醛转化为相应的氨基腈、将氨基腈转化为相应的氨基酸酰胺,将氨基酸酰胺进行酶法对映选择性水解,其中氨基酸酰胺的 R 对映体保留,S 对映体转化为 S 氨基酸,然后分离出 S 氨基酸。最好将氨基腈转化为氨基酸酰胺后得到的反应混合物用苯甲醛处理,在苯甲醛上形成氨基酸酰胺的希夫碱,分离希夫碱并将其转化为游离氨基酸酰胺。