vedroprevir

Base Information

• Chemical Name: vedroprevir
• CAS No.: 1098189-15-1
• Molecular Formula: C₄₅H₆₀ClN₇O₉S
• Molecular Weight: 910.532
• Mol file: 1098189-15-1.mol

Synonyms:

Chemical Property of vedroprevir

Chemical Property:

• Density: 1.38±0.1 g/cm3(Predicted)

Purity/Quality:

98% min ^*data from raw suppliers

Vedroprevir ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Vedroprevir is a pharmaceutical drug that is used in the treatment of hepatitis C virus in patients with HCV genotype 1 infection. It inhibits an important viral phosphoprotein, NS5A, which is involved in viral replication, assembly, and secretion.

Technology Process of vedroprevir

There total 22 articles about vedroprevir which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

C46H62ClN7O9S (1098189-14-0) → vedroprevir (1098189-15-1)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 20h;

Reference yield:

1-(2-amino-3-chloro-4-methoxy-phenyl)ethanone (923289-36-5) → vedroprevir (1098189-15-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen bromide / Reflux

2.1: caesium carbonate / N,N-dimethyl-formamide / 65 °C

3.1: pyridine; trichlorophosphate / -40 - 0 °C

3.2: Reflux

4.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 65 °C

5.1: hydrogenchloride; acetic acid / water / 60 °C

6.1: sodium triacetoxyborohydride / dichloromethane

7.1: water; lithium hydroxide / tetrahydrofuran; methanol

With pyridine; hydrogenchloride; sodium triacetoxyborohydride; water; hydrogen bromide; caesium carbonate; acetic acid; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.017

Reference yield:

1-(2-amino-3-chloro-4-hydroxy-phenyl)-ethanone (1098189-00-4) → vedroprevir (1098189-15-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 65 °C

2.1: pyridine; trichlorophosphate / -40 - 0 °C

2.2: Reflux

3.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 65 °C

4.1: hydrogenchloride; acetic acid / water / 60 °C

5.1: sodium triacetoxyborohydride / dichloromethane

6.1: water; lithium hydroxide / tetrahydrofuran; methanol

With pyridine; hydrogenchloride; sodium triacetoxyborohydride; water; caesium carbonate; acetic acid; lithium hydroxide; trichlorophosphate; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.017

upstream raw materials:

1-(2-amino-3-chloro-4-methoxy-phenyl)ethanone

C₂₃H₃₃BrN₂O₈S

C₂₉H₄₂BrN₃O₉S

C₂₄H₃₄BrN₃O₇S

Refernces

• 1、 Sheng, X. Christopher,Appleby, Todd,Butler, Thomas,Cai, Ruby,Chen, Xiaowu,Cho, Aesop,Clarke, Michael O.,Cottell, Jeromy,Delaney IV, William E.,Doerffler, Edward,Link, John,Ji, Mingzhe,Pakdaman, Rowchanak,Pyun, Hyung-Jung,Wu, Qiaoyin,Xu, Jie,Kim, Choung U.. "Discovery of GS-9451: An acid inhibitor of the hepatitis C virus NS3/4A protease". . p. 2629 - 2634. Retrieved 2012/05/05.