4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

Base Information

Chemical Name:4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester
CAS No.:292068-81-6
Molecular Formula:C₃₀H₃₁N₃O₆
Molecular Weight:529.593
Hs Code.:

4-{[5-<i>tert</i>-butoxycarbonylamino-1-(4-methoxy-benzyl)-1<i>H</i>-indole-2-carbonyl]-amino}-benzoic acid methyl ester

Synonyms:4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

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Chemical Property of 4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

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Technology Process of 4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

There total 4 articles about 4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl 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: 55.0%

: 619-45-4
4-methoxycarbonyl aniline

: 292068-80-5
5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid

: 292068-81-6
4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 25 ℃; for 16h;
DOI:10.1021/ja994192d

Reference yield:

: 2746-25-0
p-Methoxybenzyl bromide

: 292068-81-6
4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide; various solvent(s) / 2 h / 0 °C

1.2: 65 percent / dimethylformamide / 16 h / 25 °C

2.1: 95 percent / LiOH / tetrahydrofuran; methanol; H₂O / 6 h / 60 °C

3.1: 55 percent / EDCI; DMAP / dimethylformamide / 16 h / 25 °C

With dmap; lithium hydroxide; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja994192d

Reference yield:

: 5-tert-butoxycarbonylamino-1H-indole-2-carboxylic acid methyl ester

: 292068-81-6
4-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide; various solvent(s) / 2 h / 0 °C

1.2: 65 percent / dimethylformamide / 16 h / 25 °C

2.1: 95 percent / LiOH / tetrahydrofuran; methanol; H₂O / 6 h / 60 °C

3.1: 55 percent / EDCI; DMAP / dimethylformamide / 16 h / 25 °C

With dmap; lithium hydroxide; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;
DOI:10.1021/ja994192d