公开(公告)号：US11905296B2

公开(公告)日：2024-02-20

申请号：US17790042

申请日：2021-01-27

Applicant: AZAD PHARMA AG

Inventor： Hartmut Zinser ,  Tamar Danielyan ,  Meri Grigoryan ,  Mariam Gharibyan ,  Mikayel Movsisyan ,  Kristine Nerkararyan

IPC: C07D489/12 ,  C07B49/00 ,  C07B43/08 ,  C07B43/04 ,  C07B31/00 ,  C07B37/12 ,  C07D498/12 ,  A61P25/36 ,  A61P25/04

CPC classification number: C07D489/12 ,  A61P25/04 ,  A61P25/36 ,  C07B31/00 ,  C07B37/12 ,  C07B43/04 ,  C07B43/08 ,  C07B49/00 ,  C07D498/12 ,  C07D489/12 ,  C07B49/00 ,  C07D489/12 ,  C07B43/08 ,  C07D489/12 ,  C07B43/04 ,  C07D489/12 ,  C07B31/00 ,  C07D489/12 ,  C07B37/12

Abstract: The present invention relates to a novel route of synthesis for the opioid receptor antagonist Buprenorphine or a pharmaceutically acceptable salt thereof, starting from thebaine, wherein the route comprises the reaction of thebaine with a dienophile; forming an alkylated reaction product by reaction with a Grignard-reagent; formation of an cyanamide; deprotection of the cyanamide- and the phenolic-oxygen-moiety, wherein the cleavage of one or both groups is performed in the presence of an alkali or alkaline earth sulfide; followed by derivatization with a cyclopropyl-halogen and hydrogenation to yield Buprenorphine.