Asymmetric reductive amination of keto acid derivatives for producing amino acid derivatives
申请人:Matsumura Kazuhiko
公开号:US20070142443A1
公开(公告)日:2007-06-21
The present invention relates to a process for producing amino acid derivatives such as optically active β-amino acid in short steps with good yield and high optical purity, which comprises reacting a keto acid of the formula (1):
wherein R
1
is hydrogen, an optionally substituted hydrocarbon, etc.; R
2
is a spacer; and R
3
is an optionally substituted alkoxy, etc., or a salt thereof, with ammonia or an amine or a salt thereof in the presence of a chiral catalyst and in the presence or absence of an acid and/or a fluorine-containing alcohol, to give an amino acid derivative of the formula (2):
wherein Q is a group formed by removing one hydrogen atom from ammonia or an amine; X′ is an acid and/or a fluorine-containing alcohol; and b is 0 or 1.
本发明涉及一种生产氨基酸衍生物的方法,例如短步骤中产生具有良好收率和高光学纯度的光学活性β-氨基酸。该方法包括在手性催化剂的存在下,与氨或胺或其盐一起在酸和/或含氟醇的存在或缺席下反应式(1)的酮酸:
其中,R1是氢、可选取代的碳氢化合物等;R2是间隔物;R3是可选取代的烷氧基等,或其盐,以得到式(2)的氨基酸衍生物:
其中,Q是从氨或胺中去除一个氢原子形成的基团;X'是酸和/或含氟醇;b为0或1。