1,4-Cyclohexadiene-1-carboxylic acid, 2-[[(phenylmethyl)[2-[[(trifluoromethyl)sulfonyl]oxy]phenyl]amino]carbonyl] -, phenylmethyl ester

Base Information

• Chemical Name: 1,4-Cyclohexadiene-1-carboxylic acid, 2-[[(phenylmethyl)[2-[[(trifluoromethyl)sulfonyl]oxy]phenyl]amino]carbonyl] -, phenylmethyl ester
• CAS No.: 881731-91-5
• Molecular Formula: C29H24F3NO6S
• Molecular Weight: 571.574
• Mol file: 881731-91-5.mol

Synonyms:

Chemical Property of 1,4-Cyclohexadiene-1-carboxylic acid, 2-[[(phenylmethyl)[2-[[(trifluoromethyl)sulfonyl]oxy]phenyl]amino]carbonyl] -, phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-Cyclohexadiene-1-carboxylic acid, 2-[[(phenylmethyl)[2-[[(trifluoromethyl)sulfonyl]oxy]phenyl]amino]carbonyl] -, phenylmethyl ester

There total 1 articles about 1,4-Cyclohexadiene-1-carboxylic acid, 2-[[(phenylmethyl)[2-[[(trifluoromethyl)sulfonyl]oxy]phenyl]amino]carbonyl] -, phenylmethyl ester 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: 23.8%

2-[benzyl-(2-trimethylsilanyloxy-phenyl)-carbamoyl]-cyclohexa-1,4-dienecarboxylic acid benzyl ester + N,N-phenylbistrifluoromethane-sulfonimide (37595-74-7) → 2-[benzyl-(2-trifluoromethanesulfonyloxy-phenyl)-carbamoyl]-cyclohexa-1,4-dienecarboxylic acid benzyl ester (881731-91-5)

Guidance literature:

With cesium fluoride; In N,N-dimethyl-formamide; for 1h;

DOI:10.1021/jo0523363

Reference yield:

2-[benzyl-(2-trifluoromethanesulfonyloxy-phenyl)-carbamoyl]-cyclohexa-1,4-dienecarboxylic acid benzyl ester (881731-91-5) → 4-[benzyl-(2-trifluoromethanesulfonyloxy-phenyl)-carbamoyl]-7-oxa-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid benzyl ester

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 3.5h;

DOI:10.1021/jo0523363

Reference yield:

2-[benzyl-(2-trifluoromethanesulfonyloxy-phenyl)-carbamoyl]-cyclohexa-1,4-dienecarboxylic acid benzyl ester (881731-91-5) → C24H22ClNO4

Guidance literature:

Multi-step reaction with 6 steps

1: m-chloroperoxybenzoic acid / CH₂Cl₂ / 3.5 h / 20 °C

2: 7.00 g / trifluoroacetic acid / H₂O; tetrahydrofuran / 12 h / 80 °C

3: 83 percent / camphorsulfonic acid / acetone / 4 h / 20 °C

4: Bu₃N / Pd(PPh₃)2Cl₂ / N,N-dimethyl-acetamide / 2.75 h / 120 °C

5: H₂ / Pd/C / ethyl acetate / 1 h

6: oxalyl chloride; DMF / CH₂Cl₂ / 20 °C

With oxalyl dichloride; tributyl-amine; camphor-10-sulfonic acid; hydrogen; N,N-dimethyl-formamide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; bis-triphenylphosphine-palladium(II) chloride; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetone;

DOI:10.1021/jo0523363

upstream raw materials:

N,N-phenylbistrifluoromethane-sulfonimide