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

Base Information

• Chemical Name: trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid
• CAS No.: 1361330-49-5
• Molecular Formula: C₃₀H₃₀F₃N₃O₅
• Molecular Weight: 569.581
• Mol file: 1361330-49-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-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: 100.0%

methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate (441716-01-4) → trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid (1361330-49-5)

Guidance literature:

methyl trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate; With methanol; sodium hydroxide; In tetrahydrofuran; at 20 ℃;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

DOI:10.1016/j.bmc.2011.12.045

Reference yield:

5-fluoro-1H-indole (399-52-0) → trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid (1361330-49-5)

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

6.1: methanol; sodium hydroxide / tetrahydrofuran / 20 °C

With methanol; 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:

5-fluoro-1-methyl-1H-indole (116176-92-2) → trans-4-[1-[[2-(5-fluoro-1-methyl-3-indolyl)-7-fluoro-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid (1361330-49-5)

Guidance literature:

Multi-step reaction with 5 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

5.1: methanol; sodium hydroxide / tetrahydrofuran / 20 °C

With methanol; 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

upstream raw materials:

5-fluoro-1H-indole

5-fluoro-1-methyl-1H-indole

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

5-fluoro-1-methyl-1H-indole-3-carboxaldehyde