Alectinib synthetic routes

CAT#: 314245 | Name: Daclatasvir | CAS# 1009119-64-5

Purchases for research

Description:

Daclatasvir (USAN), also known as BMS-790052 and EBP-883 (trade name Daklinza), is NS5A inhibitor and a drug for the treatment of hepatitis C (HCV). It is was developed by Bristol-Myers Squibb and was approved in Europe on 22 August 2014. Daclatasvir inhibits the HCV nonstructural protein NS5A. Recent research suggests that it targets two steps of the viral replication process, enabling rapid decline of HCV RNA. Daclatasvir has been tested in combination regimens with pegylated interferon and ribavirin, as well as with other direct-acting antiviral agents including asunaprevir and sofosbuvir.

Synthetic Routes

Daclatasvir - Synthetic Route 1

Daclatasvir - Synthetic Route 1

Synthetic reference

Zong X, Cai J, Chen J, Wang P, Zhou G, Chen B, Li W, Ji M. Design and synthesis of imidazole N-H substituted amide prodrugs as inhibitors of hepatitis C virus replication. Bioorg Med Chem Lett. 2015 Aug 15;25(16):3147-50. doi: 10.1016/j.bmcl.2015.06.006. Epub 2015 Jun 9. PubMed PMID: 26077493.

Daclatasvir - Synthetic Route 2

Daclatasvir - Synthetic Route 2

Synthetic reference

Moore TO, Paradowski M, Ward SE. An atom-efficient and convergent approach to the preparation of NS5A inhibitors by C-H activation. Org Biomol Chem. 2016 Mar 28;14(12):3307-13. doi: 10.1039/c6ob00340k. PubMed PMID: 26936019.

Daclatasvir - Synthetic Route 3

Daclatasvir - Synthetic Route 3

Synthetic reference

Pack, Shawn K.; Geng, Peng; Smith, Michael J.; Hamm, Jason. Process for synthesizing peptidomimetics useful for treating hepatitis C. WO 2009020825. (Assignee Bristol-Myers Squibb Company, USA)

Daclatasvir - Synthetic Route 4

Daclatasvir - Synthetic Route 4

Synthetic reference

Thibeault, Carl; Edwards, Paul J.; Kuhn, Cyrille; Moreau, Benoit; Poirier, Maude; Surprenant, Simon. Preparation of biphenyls end-capped with peptide derivatives as inhibitors of HCV NS5A for the treatment of hepatitis C viral infection. WO 2012048421. (Assignee Boehringer Ingelheim International GmbH, Germany)

Daclatasvir - Synthetic Route 5

Daclatasvir - Synthetic Route 5

Synthetic reference

Ji, Min; Liu, Fei; Zong, Xi; Wang, Shanchun; Cai, Jin; Feng, Weiwei. Process for preparation of daclatasvir and derivatives thereof. CN 105753944. (Assignee Chia Tai Tianqing Pharmaceutical Group Co., Ltd., Peop. Rep. China; Suzhou Southeast Pharmaceuticals Co., Ltd.)

Daclatasvir - Synthetic Route 6

Daclatasvir - Synthetic Route 6

Synthetic reference

Rao, Dharmaraj Ramachandra; Malhotra, Geena; Phull, Manjinder Singh; Kanathala, Shashirekha; Gangrade, Manish Gopaldas. Polymorphic forms of Methyl((1S)-1-(((2S)-2-(5-(4'-(2-((2S)-1-((2S)-2-((methoxycarbonyl)amino)-3-methylbutanoyl)-2-pyrrolidinyl)-1H-imidazol-5-yl)-4-biphenylyl)-1H-imidazol-2-yl)-1-pyrrolidinyl) carbonyl)-2-methylpropyl)carbamate and salts thereof. WO 2016102979. (Assignee Cipla Limited, India; King, Lawrence)

Daclatasvir - Synthetic Route 7

Daclatasvir - Synthetic Route 7

Synthetic reference

Rao, Dharmaraj Ramachandra; Malhotra, Geena; Phull, Manjinder Singh. Polymorphic forms of methyl((1S)-1-(((2S)-2-(5-(4'-(2-((2S)-1-((2S)-2- ((methoxycarbonyl)amino)-3-methylbutanoyl)-2-pyrrolidinyl)-1H-imidazol-5-yl)-4-biphenylyl)- 1H-imidazol-2-yl)-1-pyrrolidinyl) carbonyl)-2-methylpropyl)carbamate and salts thereof. IN 2014MU04166. (Assignee Cipla Limited, India

Daclatasvir - Synthetic Route 8

Daclatasvir - Synthetic Route 8

Synthetic reference

Rao, Dharmaraj Ramachandra; Malhotra, Geena; Phull, Manjinder Singh. Polymorphic forms of methyl((1S)-1-(((2S)-2-(5-(4'-(2-((2S)-1-((2S)-2- ((methoxycarbonyl)amino)-3-methylbutanoyl)-2-pyrrolidinyl)-1H-imidazol-5-yl)-4-biphenylyl)- 1H-imidazol-2-yl)-1-pyrrolidinyl) carbonyl)-2-methylpropyl)carbamate and salts thereof. IN 2014MU04166. (Assignee Cipla Limited, India

Daclatasvir - Synthetic Route 9

Daclatasvir - Synthetic Route 9

Synthetic reference

Kou, Jingping; Lin, Biyue; Cheng, Sanping; Chen, Hui; Wu, Shuming. Method for preparing daclatasvir. CN 106188015. (Assignee Sunshine Lake Pharma Co., Ltd., Peop. Rep. China)

Daclatasvir - Synthetic Route 10

Daclatasvir - Synthetic Route 10

Synthetic reference

Yan, Qing; Xie, Hai; Chen, Wenrui; Bai, Shunqiang; Zhang, Li. A synthetic method of daclatasvir. CN 106256825. (Assignee Sichuan Tongsheng Biopharmaceutical Co., Ltd., Peop. Rep. China)