(R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate

Base Information

• Chemical Name: (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate
• CAS No.: 1357575-02-0
• Molecular Formula: C₁₈H₁₉F₃N₂O₆S₃
• Molecular Weight: 512.552
• Mol file: 1357575-02-0.mol

Synonyms:(R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate

Chemical Property of (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate

There total 4 articles about (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate 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: 56.0%

4-fluoro-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide (1027345-08-9) + (R)-methyl 3-amino-4-(phenylthio)butanoate, trifluoroacetic acid salt (1357575-04-2) → (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate (1357575-02-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 50 ℃; for 1.5h;

Reference yield:

Methylester of (R)-4-hydroxy-3-(benzyloxycarbonylamino) Butanoic Acid (318249-44-4) → (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate (1357575-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tributylphosphine; 1,1'-(Azodicarbonyl)dipiperidin / tetrahydrofuran / 2.5 h / Inert atmosphere

2: 1 h / Reflux

3: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.5 h / 50 °C

With tributylphosphine; 1,1'-(Azodicarbonyl)dipiperidin; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

1-fluoro-2-[(trifluoromethyl)sulfonyl]benzene (2358-41-0) → (R)-methyl 4-(phenylthio)-3-(4-sulfamoyl-2-(trifluoromethylsulfonyl)phenylamino)butanoate (1357575-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorosulfonic acid / 18 h / 125 °C

1.2: 1.5 h / -65 - 0 °C

2.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.5 h / 50 °C

With chlorosulfonic acid; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide;

upstream raw materials:

Methylester of (R)-4-hydroxy-3-(benzyloxycarbonylamino) Butanoic Acid

4-fluoro-3-[(trifluoromethyl)sulfonyl]benzenesulfonamide

(R)-methyl 3-amino-4-(phenylthio)butanoate, trifluoroacetic acid salt

1-fluoro-2-[(trifluoromethyl)sulfonyl]benzene

Downstream raw materials:

(R)-4-(4-morpholino-4-oxo-1-(phenylthio)butan-2-ylamino)-3-(trifluoromethylsulfonyl)benzenesulfonamide

[4-((R)-3-morpholin-4-yl-1-phenylsulfanyl-methyl-propylamino)-3-trifluoromethanesulfonyl]benzenesulfonamide

4-{4-[(S)-(4'-chlorobiphenyl-2-yl)(hydroxy)methyl]piperidin-1-yl}-N-[(4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-[(trifluoromethyl)sulfonyl]phenyl)sulfonyl]benzamide

4-{4-[(4'-chlorobiphenyl-2-yl)(cyano)methyl]piperidin-1-yl}-N-[(4-{[(2R)-4-(morpholin-4-yl)-1-(phenylsulfanyl)butan-2-yl]amino}-3-[(trifluoromethyl)sulfonyl]phenyl)sulfonyl]benzamide