acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

Base Information

• Chemical Name: acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate
• CAS No.: 890155-23-4
• Molecular Formula: C₁₆H₁₇ClFNO₆S
• Molecular Weight: 405.831
• Mol file: 890155-23-4.mol

Synonyms:acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

Chemical Property of acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

There total 3 articles about acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate 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: 48.0%

acetoxymethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (340722-42-1) → (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid (890155-18-7) + (6S)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid + acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (890155-23-4)

Guidance literature:

With lipase PS-D; In water; acetone; at 28 ℃; for 17.5h;

DOI:10.1248/cpb.54.58

Reference yield:

(6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid (340722-43-2) → acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (890155-23-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / Cs₂CO₃; tetrabutylammonium iodide / acetonitrile / 2.5 h / 52 - 55 °C

2: 48 percent / Lipase PS-D / acetone; H₂O / 17.5 h / 28 °C

With lipase PS-D; tetra-(n-butyl)ammonium iodide; caesium carbonate; In water; acetone; acetonitrile;

DOI:10.1248/cpb.54.58

Reference yield:

ethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (243983-70-2,243984-10-3) → acetoxymethyl (6R)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate (890155-23-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 74 percent / Ba(OH)2*8H₂O / acetonitrile / 1 h / 60 °C

2: 72 percent / Cs₂CO₃; tetrabutylammonium iodide / acetonitrile / 2.5 h / 52 - 55 °C

3: 48 percent / Lipase PS-D / acetone; H₂O / 17.5 h / 28 °C

With barium dihydroxide; lipase PS-D; tetra-(n-butyl)ammonium iodide; caesium carbonate; In water; acetone; acetonitrile;

DOI:10.1248/cpb.54.58

upstream raw materials:

acetoxymethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

(6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylic acid

ethyl (6RS)-6-[N-(2-chloro-4-fluorophenyl)sulfamoyl]cyclohex-1-ene-1-carboxylate

Downstream raw materials:

ethyl (6R)-6-[N-(2-chloro-4-fluorophenyl) sulfamoyl] cyclohex-1-ene-1-carboxylate