Development of an Efficient and Scalable Biocatalytic Route to (3R)-3-Aminoazepane: A Pharmaceutically Important Intermediate

作者：Feng, Yahui; Luo, Zhonghua; Sun, Guodong; Chen, Minghong; Lai, Jinqiang; Lin, Wei; Goldmann, Siegfried; Zhang, Lei; Wang, Zhongqing^*

来源：Organic Process Research & Development, 2017, 21(4): 648-654.

DOI：10.1021/acs.oprd.7b00074

• ASYMMETRIC-SYNTHESIS
• CHIRAL AMINES
• CYCLIC AMINES
• SCALE-UP
• DISCOVERY
• INHIBITORS
• TRANSAMINASES
• ANTAGONISTS
• POTENT
• ETHYL

An efficient and novel route to (3R)-3-aminoazepane (1) is described. The target is obtained with 99.92% purity, 99.2% ee in seven steps, and 46.2% overall yield. This improved method involves a practical biocatalytic transformation with wtransaminase to establish the stereogenic center high efficiently as a key step. The developed process was scalable, cost-effective, with a simplified reaction workup, avoiding the use of expensive metal catalyst or chromatography, and commercially viable for the synthesis of 1.

• 出版日期2017-4
• 单位华南理工大学