1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one

Base Information

• Chemical Name: 1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one
• CAS No.: 129151-98-0
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 129151-98-0.mol

Synonyms:1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one

Chemical Property of 1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one

There total 9 articles about 1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-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: 47.0%

<2-(2-aminophenyl)-1-(4-methoxyphenyl)ethyl>-2-methylpropanedioic acid, dimethyl ester (129152-07-4) → (3S,4R)-4-(4-Methoxy-phenyl)-3-methyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepine-3-carboxylic acid methyl ester (119217-57-1,129151-98-0,138573-47-4)

Guidance literature:

With sodium methylate; In methanol; N,N-dimethyl-formamide; at 95 ℃;

DOI:10.1021/jm00082a019

Reference yield: 47.0%

<2-(2-aminophenyl)-1-(4-methoxyphenyl)ethyl>-2-methylpropanedioic acid, dimethyl ester (129152-07-4) → 1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (129151-98-0)

Guidance literature:

With sodium methylate; In methanol; N,N-dimethyl-formamide; for 96h; Heating;

DOI:10.1021/jo00308a013

Reference yield:

dimethyl 2-(4-methoxybenzylidene)malonate (7443-25-6) → 1,3,4,5-tetrahydro-3-methyl-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one (129151-98-0)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / dimethylformamide / Ambient temperature

2: 1.) NaH / 1.) DMF, 0 deg C, 20 min, 2.) DMF, 0 deg C, 4 h

3: H₂ / 10percent Pd/C / acetonitrile / 4 h / 2068.6 Torr

4: MeONa / methanol / 3 h / Heating

With hydrogen; sodium methylate; sodium hydride; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/jm00082a020

upstream raw materials:

<2-(2-aminophenyl)-1-(4-methoxyphenyl)ethyl>-2-methylpropanedioic acid, dimethyl ester

1-methyl-2-nitrobenzene

dimethyl 2-(4-methoxybenzylidene)malonate

[1-(4-Methoxyphenyl)-2-(2-nitrophenyl)ethyl]-propanedioic acid,dimethyl ester

Downstream raw materials:

(3R,4S)-1-(2-Dimethylamino-ethyl)-4-(4-methoxy-phenyl)-3-methyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

(3S,4S)-1-(2-Dimethylamino-ethyl)-4-(4-methoxy-phenyl)-3-methyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one

(E) (cis)-1,3,4,5-Tetrahydro-4-(4-methoxyphenyl)-3-methyl-2H-1-benzazepin-2-one

cis-3-methyl-1-<2-(dimethylamino)ethyl>-1,3,4,5-tetrahydro-4-(4-methoxyphenyl)-2H-1-benzazepin-2-one, monohydrochloride