Asymmetric Synthesis of 3,4-Disubstituted Proline Derivatives: Application in Synthesis of Hepatitis C Virus Protease Inhibitor Telaprevir

作者：Zhang, Fan; Wen, Xiaoan; Xu, Qing-Long^*; Sun, Hongbin

来源：European Journal of Organic Chemistry, 2014, 2014(36): 8101-8109.

DOI：10.1002/ejoc.201403069

• Synthetic methods
• Asymmetric synthesis
• Medicinal chemistry
• Antivirus agents
• Amino acids

A practical asymmetric synthesis of 3,4-disubstituted proline derivatives has been realized with high stereoselectivity and moderate yield. The key steps involved are desymmetric ring-opening reaction of commercially available anhydrides, intramolecular Strecker reaction and thermodynamically controlled cyanide hydrolysis. Based on this methodology, the synthesis of HCV protease inhibitor Telaprevir was achieved.

• 出版日期2014-12
• 单位中国药科大学