benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate

Base Information

• Chemical Name: benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate
• CAS No.: 1186194-22-8
• Molecular Formula: C₂₀H₂₃ClFNO₆S₂
• Molecular Weight: 491.989
• Mol file: 1186194-22-8.mol

Synonyms:benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate

Chemical Property of benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate

There total 3 articles about benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate 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: 82.0%

n-propanesulfonyl chloride (10147-36-1) + benzyl 3-amino-2-chloro-6-fluorobenzoate (1186194-23-9) → benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate (1186194-22-8)

Guidance literature:

With triethylamine; In dichloromethane; at 22 ℃; for 1h;

DOI:10.1016/j.bmcl.2011.12.030

Reference yield: 71.1%

benzyl 3-amino-2-chloro-6-fluorobenzoate (1186194-23-9) + methyl 3-amino-2,6-difluorobenzoate (84832-02-0) → benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate (1186194-22-8)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

Reference yield:

2-chloro-4-fluoroaniline (2106-02-7) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl-2-chloro-6-fluoro-3-(N-(propylsulfonyl)propylsulfonylamido)benzoate (1186194-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium; 1,2-bis-(chlorodimethylsilyl)ethane / 1 h / -78 °C

1.2: 1 h / -78 - 22 °C

1.3: 1 h / -78 °C

2.1: triethylamine / dichloromethane / 1 h / 22 °C

With n-butyllithium; 1,2-bis-(chlorodimethylsilyl)ethane; triethylamine; In dichloromethane;

DOI:10.1016/j.bmcl.2011.12.030

upstream raw materials:

n-propanesulfonyl chloride

benzyl 3-amino-2-chloro-6-fluorobenzoate

methyl 3-amino-2,6-difluorobenzoate

2-chloro-4-fluoroaniline

Downstream raw materials:

benzyl 2-chloro-6-fluoro-3-(propylsulfonamido)benzoate

2-chloro-6-fluoro-3-(propylsulfonamido)benzoic acid

C₉H₁₁ClFNO₂S

2-chloro-N-(3-cyclopropyl-1H-pyrazolo[3,4-b]pyridin-5-yl)-6-fluoro-3-(propylsulfonamido)benzamide