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

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Chemical Name:trans-4-[1-[[2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid
CAS No.:1361414-56-3
Molecular Formula:C₃₀H₃₂FN₃O₅
Molecular Weight:533.6
Hs Code.:

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

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

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

There total 5 articles about trans-4-[1-[[2-(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: 94.0%

: 1361414-57-4
methyl trans-4-[1-[[2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylate

: 1361414-56-3
trans-4-[1-[[2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

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

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

Reference yield:

: 353525-11-8
methyl (4-amino-3-hydroxyphenyl)acetate

: 1361414-56-3
trans-4-[1-[[2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetyl]-(4S)-fluoro-(2S)-pyrrolidinylmethoxy]cyclohexanecarboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: boric acid / 5,5-dimethyl-1,3-cyclohexadiene / 24 h / Reflux

2: sodium hydroxide / tetrahydrofuran / 2 h

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

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

With dmap; boric acid; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2011.12.045

Reference yield:

: methyl [2-(1-methyl-3-indolyl)-6-benzoxazolyl]acetate

: 1361414-56-3
trans-4-[1-[[2-(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 / 2 h

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