Kilogram synthesis of (R)-(-)-denopamine by Ir/f-amphox catalyzed asymmetric hydrogenation

Zheng，Yongpeng; Zhang，Xumu; Zhang，Runtong; Ma，Baode

2021-11-01

10.1016/j.gresc.2021.09.002

Green Synthesis and Catalysis   影响因子和分区

2666-5549

A practical and efficient two-step synthetic process for the preparation of (R)-(-)-denopamine has been developed. The key step asymmetric hydrogenation was conducted at mild temperature (60 ​°C) under a hydrogen pressure of 50 ​atm by using Ir/f-amphox as catalyst at low catalyst loading (S/C ​= ​20 ​000). Under the optimized condition, the desired product (R)-(-)-denopamine was obtained with 70% total yield and > 99.9% ee after crystallization. The pilot-scale experiment has been performed at 500 ​g level, showing great potential for the production of high quality active pharmaceutical ingredient (API).

(R)-Denopamine Asymmetric hydrogenation f-Amphox Practical process

英语

第一 ; 通讯

National Natural Science Foundation of China[22001113];

2-s2.0-85124695013

Scopus

Guangdong Provincial Key Laboratory of Catalysis,Department of Chemistry,Southern University of Science and Technology,Shenzhen,518055,China

Zheng，Yongpeng,Zhang，Xumu,Zhang，Runtong,et al. Kilogram synthesis of (R)-(-)-denopamine by Ir/f-amphox catalyzed asymmetric hydrogenation[J]. Green Synthesis and Catalysis,2021,2(4):393-396.

Zheng，Yongpeng,Zhang，Xumu,Zhang，Runtong,&Ma，Baode.(2021).Kilogram synthesis of (R)-(-)-denopamine by Ir/f-amphox catalyzed asymmetric hydrogenation.Green Synthesis and Catalysis,2(4),393-396.

Zheng，Yongpeng,et al."Kilogram synthesis of (R)-(-)-denopamine by Ir/f-amphox catalyzed asymmetric hydrogenation".Green Synthesis and Catalysis 2.4(2021):393-396.