Efficient Large-Scale Synthesis of BILN 2061, a Potent HCV Protease Inhibitor, by a Convergent Approach Based on Ring-Closing Metathesis

2006 ◽  
Vol 71 (19) ◽  
pp. 7133-7145 ◽  
Author(s):  
Nathan K. Yee ◽  
Vittorio Farina ◽  
Ioannis N. Houpis ◽  
Nizar Haddad ◽  
Rogelio P. Frutos ◽  
...  
Keyword(s):  
Protease Inhibitor ◽  
Large Scale ◽  
Ring Closing Metathesis ◽  
Hcv Protease ◽  
Large Scale Synthesis ◽  
Convergent Approach

Synthesis of the HCV Protease Inhibitor Vaniprevir (MK-7009) Using Ring-Closing Metathesis Strategy

2012 ◽  
Vol 77 (8) ◽  
pp. 3820-3828 ◽  
Author(s):  
Jongrock Kong ◽  
Cheng-yi Chen ◽  
Jaume Balsells-Padros ◽  
Yang Cao ◽  
Robert F. Dunn ◽  
...  
Keyword(s):  
Protease Inhibitor ◽  
Ring Closing Metathesis ◽  
Hcv Protease

Practical Large-Scale Synthesis of the Hepatitis C Virus Protease Inhibitor BI 201335

2012 ◽  
Vol 1 (1) ◽  
pp. 80-89 ◽  
Author(s):  
Carl A. Busacca ◽  
Xudong Wei ◽  
Nizar Haddad ◽  
Suresh Kapadia ◽  
Jon. C. Lorenz ◽  
...  
Keyword(s):  
Hepatitis C Virus ◽  
Hepatitis C ◽  
Protease Inhibitor ◽  
Large Scale ◽  
Large Scale Synthesis

Second-Generation Process for the HCV Protease Inhibitor BILN 2061: A Greener Approach to Ru-Catalyzed Ring-Closing Metathesis†

2009 ◽  
Vol 13 (2) ◽  
pp. 250-254 ◽  
Author(s):  
Vittorio Farina ◽  
Chutian Shu ◽  
Xingzhong Zeng ◽  
Xudong Wei ◽  
Zhengxu Han ◽  
...  
Keyword(s):  
Protease Inhibitor ◽  
Second Generation ◽  
Generation Process ◽  
Ring Closing Metathesis ◽  
Hcv Protease

Synthesis of Bis-Macrocyclic HCV Protease Inhibitor MK-6325 via Intramolecular sp2–sp3 Suzuki–Miyaura Coupling and Ring Closing Metathesis

2015 ◽  
Vol 17 (6) ◽  
pp. 1533-1536 ◽  
Author(s):  
Hongmei Li ◽  
Jeremy P. Scott ◽  
Cheng-yi Chen ◽  
Michel Journet ◽  
Kevin Belyk ◽  
...  
Keyword(s):  
Protease Inhibitor ◽  
Ring Closing Metathesis ◽  
Hcv Protease

Ring-Closing Metathesis on Commercial Scale: Synthesis of HCV Protease Inhibitor Simeprevir

2019 ◽  
Vol 84 (8) ◽  
pp. 4932-4939 ◽  
Author(s):  
András Horváth ◽  
Dominique Depré ◽  
Wim A. A. Vermeulen ◽  
Stijn L. Wuyts ◽  
Syuzanna R. Harutyunyan ◽  
...  
Keyword(s):  
Protease Inhibitor ◽  
Ring Closing Metathesis ◽  
Commercial Scale ◽  
Hcv Protease

Exogenous Directing Group Free, Ligand-Enabled gamma-C(sp3)–H Arylation of Free Primary Aliphatic Amines and α-Amino Esters

2019 ◽  
Author(s):  
Yongzheng Ding ◽  
Shuai Fan ◽  
Xiaoxi Chen ◽  
yuzhen gao ◽  
Gang Li
Keyword(s):  
Amino Acids ◽  
Large Scale ◽  
Free Ligand ◽  
Aliphatic Amines ◽  
Rapid Synthesis ◽  
Amino Esters ◽  
Directing Group ◽  
Large Scale Synthesis ◽  
Primary Aliphatic Amines

A Pdᴵᴵ-catalyzed, ligand-enabled gamma-C(sp3)–H arylation of free primary aliphatic amines and amino esters without using an exogenous directing group is reported. This reaction is compatible with unhindered free aliphatic amines, and it is also be applicable to the rapid synthesis of biologically and synthetically valuable unnatural α-amino acids. Large scale synthesis is also feasible using this method.<br>

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