4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

Base Information

Chemical Name:4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one
CAS No.:168163-92-6
Molecular Formula:C₁₇H₁₅F₂NO₃S
Molecular Weight:351.374
Hs Code.:

Synonyms:4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

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Chemical Property of 4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

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Technology Process of 4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

There total 2 articles about 4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one 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:

: 24310-36-9
1-tosyl-2,3,4,5-tetrahydro-1H-1-benzazepin-5-one

: 168163-92-6
4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran / 0.5 h / -78 °C

1.2: 78 percent / N-fluoro-benzenesulfonimide / tetrahydrofuran / 1 h / 0 °C

2.1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3.1: N-fluoropyridinium trifluoromethanesulfonate / CH₂Cl₂ / 2 h / Heating

With N-fluoropyridinium triflate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.48.1644

Reference yield:

: 168163-93-7
4-fluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

: 168163-92-6
4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: N-fluoropyridinium trifluoromethanesulfonate / CH₂Cl₂ / 2 h / Heating

With N-fluoropyridinium triflate; triethylamine; In dichloromethane;
DOI:10.1248/cpb.48.1644

Reference yield: 61.0%

: 3095-95-2
diethylphosphonoacetic acid

: 168163-92-6
4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one

: (E)-(4,4-difluoro-1-tosyl-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid

: (Z)-(4,4-difluoro-1-tosyl-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid

Guidance literature:: diethylphosphonoacetic acid; With sodium hexamethyldisilazane; In tetrahydrofuran; at -60 ℃; for 2h;

4,4-difluoro-1-(p-toluenesulfonyl)-1,2,3,4-tetrahydro-5H-1-benzoazepin-5-one; In tetrahydrofuran; at -60 - 0 ℃; for 20h;
DOI:10.1248/cpb.53.589