(4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Base Information

Chemical Name:(4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine
CAS No.:294196-32-0
Molecular Formula:C₂₆H₂₆N₂O₄
Molecular Weight:430.503
Hs Code.:

Synonyms:(4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

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Chemical Property of (4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

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Technology Process of (4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

There total 5 articles about (4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine 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: 83.0%

: 294195-95-2
(4S,5S)-4,5-dihydroxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

: 74-88-4
methyl iodide

: 294196-32-0
(4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: (4S,5S)-4,5-dihydroxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine; With di(n-butyl)tin oxide; In 1,4-dioxane; toluene; for 22h; Heating;

methyl iodide; With tetrabutylammomium bromide; In 1,4-dioxane; toluene; at 100 - 110 ℃; for 9.5h;
DOI:10.1016/S0040-4020(00)00388-4

Reference yield:

: 150681-19-9
5-hydroxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

: 294196-32-0
(4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 86 percent / thionyl chloride / CH₂Cl₂; dimethylformamide / 2 h / 20 °C

2.1: 38.0 g / sodium iodide; 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 3.5 h / Heating

3.1: 75 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 h / 0 °C

4.1: 0.91 g

5.1: dibutyltin oxide / toluene; dioxane / 22 h / Heating

5.2: 83 percent / tetrabutylammonium bromide / toluene; dioxane / 9.5 h / 100 - 110 °C

With thionyl chloride; di(n-butyl)tin oxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-chloro-benzenecarboperoxoic acid; sodium iodide; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Chlorination / 2.1: Dehydrochlorination / 3.1: Epoxidation / 5.1: Cyclization / 5.2: Ring cleavage;
DOI:10.1016/S0040-4020(00)00388-4

Reference yield:

: 176970-19-7
1-[4-(2-methylbenzoylamino)benzoyl]-2,3-dihydro-1H-1-benzazepine

: 294196-32-0
(4S,5S)-4-hydroxy-5-methoxy-1-[4-(2-methylbenzoylamino)benzoyl]-2,3,4,5-tetrahydro-1H-1-benzazepine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 75 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 h / 0 °C

2.1: 0.91 g

3.1: dibutyltin oxide / toluene; dioxane / 22 h / Heating

3.2: 83 percent / tetrabutylammonium bromide / toluene; dioxane / 9.5 h / 100 - 110 °C

With di(n-butyl)tin oxide; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; toluene; 1.1: Epoxidation / 3.1: Cyclization / 3.2: Ring cleavage;
DOI:10.1016/S0040-4020(00)00388-4