methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Base Information

Chemical Name:methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate
CAS No.:441716-01-4
Molecular Formula:C₃₁H₃₂F₃N₃O₅
Molecular Weight:583.607
Hs Code.:

methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Synonyms:methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Chemical Property of methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

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Technology Process of methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

There total 5 articles about methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate 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: 86.0%

: [2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetic acid

: 441713-94-6
methyl trans-4-[(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

: 441716-01-4
methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmc.2011.12.045

Reference yield:

: 399-52-0
5-fluoro-1H-indole

: 441716-01-4
methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 °C

1.2: 2.5 h / 0 °C

2.1: trichlorophosphate / 0.33 h / 0 °C

2.2: 1.5 h / 0 - 20 °C

2.3: Cooling with ice

3.1: ethanol / 22 h

3.2: 1 h

4.1: sodium hydroxide / tetrahydrofuran / 4 h / 20 °C

5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; mineral oil; 2.2: Vilsmeier-Haack reaction;
DOI:10.1016/j.bmc.2011.12.045

Reference yield:

: 116176-92-2
5-fluoro-1-methyl-1H-indole

: 441716-01-4
methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trichlorophosphate / 0.33 h / 0 °C

1.2: 1.5 h / 0 - 20 °C

1.3: Cooling with ice

2.1: ethanol / 22 h

2.2: 1 h

3.1: sodium hydroxide / tetrahydrofuran / 4 h / 20 °C

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; trichlorophosphate; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; 1.2: Vilsmeier-Haack reaction;
DOI:10.1016/j.bmc.2011.12.045