4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester

Base Information

• Chemical Name: 4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester
• CAS No.: 163735-19-1
• Molecular Formula: C₂₄H₂₉N₃O₄
• Molecular Weight: 423.512
• Mol file: 163735-19-1.mol

Synonyms:4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester

Chemical Property of 4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester

There total 2 articles about 4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl 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:

5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide (163734-57-4) → 4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester (163735-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / BBr₃ / CH₂Cl₂ / 3 h

2: 1.) NaH, DMSO / 1.) THF, 10 min, 2.) THF, 7.5 h

With boron tribromide; sodium hydride; dimethyl sulfoxide; In dichloromethane;

DOI:10.1021/jm960486n

Reference yield:

Ethyl 4-bromobutyrate (2969-81-5) + 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide (163687-89-6) → 4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester (163735-19-1)

Guidance literature:

With sodium hydride; dimethyl sulfoxide; Yield given. Multistep reaction; 1.) THF, 10 min, 2.) THF, 7.5 h;

DOI:10.1021/jm960486n

Reference yield: 18.0%

4-(1-Benzyl-3-hydrazinocarbonylmethyl-2-methyl-1H-indol-5-yloxy)-butyric acid ethyl ester (163735-19-1) → 4-[[3-(2-Hydrazino-2-oxoethyl)-2-methyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]butanoic acid

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; ethanol; for 22.5h;

DOI:10.1021/jm960486n

upstream raw materials:

Ethyl 4-bromobutyrate

5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide

5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide