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

Base Information

Chemical Name:trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid
CAS No.:441712-72-7
Molecular Formula:C₃₀H₃₁F₂N₃O₅
Molecular Weight:551.59
Hs Code.:

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

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

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

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

: 441715-98-6
C₃₁H₃₃F₂N₃O₅

: 441712-72-7
trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: C₃₁H₃₃F₂N₃O₅; With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water;
DOI:10.1016/j.bmc.2011.12.045

Reference yield:

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

: 441712-72-7
trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 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: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 4 h

6.1: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C

With dmap; 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:

: 441716-32-1
methyl (2-(5-fluoro-1-methyl-3-indolyl)-6-benzoxazolyl)acetate

: 441712-72-7
trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

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

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 4 h

3: sodium hydroxide / tetrahydrofuran / 5 h / 20 °C

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