3972-36-9Relevant articles and documents
Asymmetric hydrogenation of itaconic acids with rhodium(I)-phenyl-CAPP complex; a correction
Jendralla
, p. 3671 - 3672 (1991)
Asymmetric hydrogenation of itaconic acids 2 under homogeneous catalysis of neutral Rh-complex 3 gives substituted succinic acids 4 of (S)-configuration with > 95% ee.
Preparation method of (S)-2-benzylsuccinic acid
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Paragraph 0024; 0025; 0026; 0027, (2016/12/01)
The invention provides a preparation method of (S)-2-benzylsuccinic acid, and relates to a method for preparing (S)-2-benzylsuccinic acid from (R)-2-benzylsuccinic acid. After EDTA is added in an alkaline aqueous solution containing the (R)-2-benzylsuccinic acid, racemization can be implemented effectively. By the method provided by the invention, the (S)-2-benzylsuccinic acid can be prepared from a solution of 2-benzylsuccinic acid (R)-alpha-phenylethanammonium generated in a production process of mitiglinide calcium, and economic benefit is improved further.
A practical and efficient preparation of (S)-2-benzylsuccinic acid: A key acid synthon of KAD-1229
Liu, Jian-Chao,Yang, Yu-She,Ji, Ru-Yun
, p. 2633 - 2640 (2007/10/03)
This report describes a practical and an efficient synthesis of (S)-2-benzyl-succinic acid, which was employed as a key intermediate for hypoglycemic KAD-1229 by means of asymmetric alkylation of N-acylsultam. The condensation of D-(-)-camphorsultam with 3-phenylpropionyl chloride gave N-acylsultam 1. N-acylsultam 1 reacted with 1.1 equimolar amount of sodium amide base to form chiral enolate, followed by alkylation with tert-butyl bromoacetate to afford 2. Cleavage of ester and saponification with H 2O2-LiOH provided the desired compound 5 with excellent yield and high optical purity.