4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

Base Information

Chemical Name:4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid
CAS No.:142535-13-5
Molecular Formula:C₂₈H₃₃N₃O₅
Molecular Weight:491.587
Hs Code.:

Synonyms:4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

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Chemical Property of 4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

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Technology Process of 4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

There total 6 articles about 4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic 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: 55.0%

: 142535-10-2
4-<<3-(2-carbomethoxyethyl)-6-(cyclopentylacetamido)indol-1-yl>methyl>-3-methoxybenzoic acid

: 74-89-5
methylamine

: 142535-13-5
4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

Guidance literature:: With dmap;
DOI:10.1021/jm00091a010

Reference yield:

: 104436-91-1
t-butyl 4-bromomethyl-3-methoxybenzoate

: 142535-13-5
4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / K₂CO₃ / dimethylformamide / 48 h

2: 90 percent / dioxane / 48 h / Heating

3: 92 percent / H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 1.5 h / 2585.7 Torr

4: 85 percent / Et₃N, trimethylsilyl triflate / dioxane

5: 55 percent / 4-(dimethylamino)pyridine

With dmap; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010

Reference yield:

: 142535-02-2
6-(cyclopentylacetamido)-3-formylindole

: 142535-13-5
4-[6-(2-Cyclopentyl-acetylamino)-3-(2-methylcarbamoyl-ethyl)-indol-1-ylmethyl]-3-methoxy-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / K₂CO₃ / dimethylformamide / 48 h

2: 90 percent / dioxane / 48 h / Heating

3: 92 percent / H₂ / 10percent Pd/C / methanol; tetrahydrofuran / 1.5 h / 2585.7 Torr

4: 85 percent / Et₃N, trimethylsilyl triflate / dioxane

5: 55 percent / 4-(dimethylamino)pyridine

With dmap; trimethylsilyl trifluoromethanesulfonate; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm00091a010