4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

Base Information

Chemical Name:4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid
CAS No.:128577-29-7
Molecular Formula:C₂₈H₃₄N₆O₄
Molecular Weight:518.616
Hs Code.:

Synonyms:4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

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Chemical Property of 4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

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Technology Process of 4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

There total 5 articles about 4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-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: 50.0%

: 128577-27-5
3-(3-Cyano-propoxy)-4-[6-(2-ethyl-hexanoylamino)-indol-1-ylmethyl]-benzoic acid

: 128577-29-7
4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

Guidance literature:: With sodium azide; triethylamine hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 125 ℃; for 42h;
DOI:10.1021/jm00171a018

Reference yield:

: 5318-27-4
6-amino-1H-indole

: 128577-29-7
4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 56 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

2: 1.) a) NaH / 1.) a) DMF, 0 deg C, 15 min, b) RT, 30 min, 2.) a) 0 deg C, 15 min, b) RT, 4.25 h

3: 82 percent / H₂O, LiOH / methanol; tetrahydrofuran / 16 h

4: 50 percent / sodium azide, Et₃N, Et₃N*HCl / dimethylformamide / 42 h / 125 °C

With lithium hydroxide; sodium azide; water; triethylamine hydrochloride; sodium hydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a018

Reference yield:

: 4769-96-4
6-nitroindole

: 128577-29-7
4-[6-(2-Ethyl-hexanoylamino)-indol-1-ylmethyl]-3-[3-(1H-tetrazol-5-yl)-propoxy]-benzoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / 10percent Pd/C / ethyl acetate / 2587.7 Torr

2: 56 percent / Et₃N / CH₂Cl₂ / 1 h / 0 °C

3: 1.) a) NaH / 1.) a) DMF, 0 deg C, 15 min, b) RT, 30 min, 2.) a) 0 deg C, 15 min, b) RT, 4.25 h

4: 82 percent / H₂O, LiOH / methanol; tetrahydrofuran / 16 h

5: 50 percent / sodium azide, Et₃N, Et₃N*HCl / dimethylformamide / 42 h / 125 °C

With lithium hydroxide; sodium azide; water; hydrogen; triethylamine hydrochloride; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/jm00171a018