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

Base Information

• Chemical Name: 5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid
• CAS No.: 292068-80-5
• Molecular Formula: C₂₂H₂₄N₂O₅
• Molecular Weight: 396.443

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

Chemical Property of 5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid

Chemical Property:

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Technology Process of 5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid

There total 3 articles about 5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic 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: 95.0%

5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid methyl ester (292068-79-2) → 5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid (292068-80-5)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 60 ℃; for 6h;

DOI:10.1021/ja994192d

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) → 5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid (292068-80-5)

Guidance literature:

Multi-step reaction with 2 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

With lithium hydroxide; sodium hydride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja994192d

Reference yield:

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

Guidance literature:

Multi-step reaction with 2 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

With lithium hydroxide; sodium hydride; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ja994192d

upstream raw materials:

5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carboxylic acid methyl ester

p-Methoxybenzyl bromide

Downstream raw materials:

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

6-{[5-tert-butoxycarbonylamino-1-(4-methoxy-benzyl)-1H-indole-2-carbonyl]-amino}-benzooxazole-2-carboxylic acid methyl ester

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