1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

Base Information

Chemical Name:1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester
CAS No.:142563-80-2
Molecular Formula:C₂₄H₂₅NO₅
Molecular Weight:407.466
Hs Code.:

Synonyms:1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

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Chemical Property of 1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

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Technology Process of 1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

There total 7 articles about 1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester 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: 62.0%

: 142563-79-9
1-(4-tert-Butoxycarbonyl-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

: 142563-80-2
1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; In 1,4-dioxane;
DOI:10.1021/jm00091a010

Reference yield:

: 7356-11-8
4-methyl-3-nitro-benzoic acid methyl ester

: 142563-80-2
1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / dimethylformamide / 2 h / 130 °C

2: 85 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 0.58 h / 2585.7 Torr

3: 95 percent / aq. LiOH / tetrahydrofuran; methanol / 6 h / 60 °C

4: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, reflux, 30 min, 2.) CH₂Cl₂, reflux

5: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) DMF, RT

6: 62 percent / Et₃N, CF₃SO₃Si(Me)3 / dioxane

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010

Reference yield:

: 104447-80-5
(E)-1-(dimethylamino)-2-[4-(methoxycarbonyl)-2-nitrophenyl]ethene

: 142563-80-2
1-(4-Carboxy-2-methoxy-benzyl)-1H-indole-6-carboxylic acid cyclopentylmethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / H₂ / 10percent Pd/C / tetrahydrofuran / 0.58 h / 2585.7 Torr

2: 95 percent / aq. LiOH / tetrahydrofuran; methanol / 6 h / 60 °C

3: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, reflux, 30 min, 2.) CH₂Cl₂, reflux

4: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) DMF, RT

5: 62 percent / Et₃N, CF₃SO₃Si(Me)3 / dioxane

With lithium hydroxide; trimethylsilyl trifluoromethanesulfonate; hydrogen; sodium hydride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol;
DOI:10.1021/jm00091a010