(1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

Base Information

Chemical Name:(1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate
CAS No.:192513-65-8
Molecular Formula:C₃₀H₃₉ClN₂O₃
Molecular Weight:511.104
Hs Code.:

Synonyms:(1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

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Chemical Property of (1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

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Technology Process of (1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

There total 7 articles about (1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate 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: 13.0%

: 6033-24-5
(R)-2-heptanol

: 192513-62-5
[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl] acetic acid

: 192513-65-8
(1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

: [1-(2-chloro-4-pyrrolidin-1-yl-benzoyl)-2,3,4,5-tetrahydro-1H-benzo[b]azepin-5-yl]-acetic acid 1-methyl-hexyl ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 6h;
DOI:10.1021/jm020133q

Reference yield:

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

: 192513-65-8
(1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 1 h / 0 - 5 °C

1.2: 98 percent / tetrahydrofuran / 20 °C

2.1: 96 percent / Mg / 20 °C

3.1: 55 g / Et₃N / CH₂Cl₂ / 20 °C

4.1: 83 percent / aq. NaOH / methanol; dioxane / 2 h / 50 °C

5.1: 13 percent / WSC; DMAP / dimethylformamide / 6 h / 20 °C

With dmap; sodium hydroxide; sodium hydride; magnesium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Horner-Emmons reaction;
DOI:10.1021/jm020133q

Reference yield:

: 192513-60-3
2-chloro-(4-pyrrolidin-1-yl) benzoic acid

: 192513-65-8
(1R)-1-methylhexyl (5R)-[1-(2-chloro-4-pyrrolidin-1-ylbenzoyl)-2,3,4,5-tetrahydro-1H-1-benzazepin-5-yl]acetate

Guidance literature:: Multi-step reaction with 4 steps

1: SOCl₂; NMP / 3 h / 20 °C

2: 55 g / Et₃N / CH₂Cl₂ / 20 °C

3: 83 percent / aq. NaOH / methanol; dioxane / 2 h / 50 °C

4: 13 percent / WSC; DMAP / dimethylformamide / 6 h / 20 °C

With 1-methyl-pyrrolidin-2-one; dmap; sodium hydroxide; thionyl chloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm020133q