Abstract: A process is provided for preparation of (R)-N-Boc biphenyl alaninol. It provides a preparation process for a compound outlined as compound 4, which includes these operations: in one of the alcohol solvents, asymmetric hydrogenation of 5 in the presence of [Rh(Duanphos)(X)]Y and hydrogen to provide compound 4. Here “Duanphos” is (Rc,Sp)-Duanphos or (Sc,Rp)-Duanphos; X is NBD or/and COD; Y is one or more of BF4, PF6, SbF6. This process has a lot of advantages, such as low cost, safe operation, less pollution and high yield. The product was obtained in >99% purity and ee which is suitable to scale up in industrial scale.
Type:
Grant
Filed:
September 9, 2016
Date of Patent:
January 22, 2019
Assignees:
CHIRAL QUEST (SUZHOU) CO., LTD., JIANGXI LONG LIFE BIO-PHARMACEUTICAL CO., LTD.
Inventors:
Shengwen Wu, Wenge Li, Lei Wu, Li Zou, Siming Hu, Tengyue Xu, Hongfeng Liu, Yi Tao, Yongxiang Chi
Abstract: A process is provided for preparation of (R)—N-Boc biphenyl alaninol. It provides a preparation process for a compound outlined as compound 4, which includes these operations: in one of the alcohol solvents, asymmetric hydrogenation of 5 in the presence of [Rh(Duanphos)(X)]Y and hydrogen to provide compound 4. Here “Duanphos” is (Rc,Sp)-Duanphos or (Sc,Rp)-Duanphos; X is NBD or/and COD; Y is one or more of BF4, PF6, SbF6. This process has a lot of advantages, such as low cost, safe operation, less pollution and high yield. The product was obtained in >99% purity and ee which is suitable to scale up in industrial scale.
Type:
Application
Filed:
September 9, 2016
Publication date:
October 18, 2018
Applicants:
CHIRAL QUEST (SUZHOU) CO., LTD., JIANGXI LONG LIFE BIO-PHARMACEUTICAL CO., LTD.
Inventors:
Shengwen WU, Wenge LI, Lei WU, Li ZOU, Siming HU, Tengyue XU, Hongfeng LIU, Yi TAO, Yongxiang CHI