A Novel Synthesis of Rasagiline via a Chemoenzymatic Dynamic Kinetic Resolution

作者：Ma, Guozhen; Xu, Zhongqi; Zhang, Pengfei; Liu, Jinpo; Hao, Xilin; Ouyang, Jingping; Liang, Ping; You, Song^*; Jia, Xian

来源：Organic Process Research & Development, 2014, 18(10): 1169-1174.

DOI：10.1021/op500152g

• PARKINSONS-DISEASE
• KEY INTERMEDIATE
• LARGE-SCALE
• AMINES
• RACEMIZATION

A novel synthetic route for preparing rasagiline mesylate is presented using a dynamic kinetic resolution (DKR) as the key step, catalyzed by Candida antarctica lipase B (CALB) and a Pd nanocatalyst. The chiral intermediate (R)-2,3-dihydro-1-indanamine was obtained through the DKR of the racemic aminoindan rac-1 in high yield (>90%) and excellent enantioselectivity (>99% ee). The process could be conducted on a 73 g scale at 200 g/L. Rasagiline mesylate was synthesized in 25% overall yield and excellent enantioselectivity (99.9% ee) over 7 steps.

• 出版日期2014-10
• 单位沈阳药科大学