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

Base Information

• Chemical Name: 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide
• CAS No.: 163687-89-6
• Molecular Formula: C₁₈H₁₉N₃O₂
• Molecular Weight: 309.368
• Mol file: 163687-89-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

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

There total 1 articles about 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide 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: 39.0%

5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide (163734-57-4) → 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide (163687-89-6)

Guidance literature:

With boron tribromide; In dichloromethane;

Reference yield:

Ethyl 4-bromobutyrate (2969-81-5) + 5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide (163687-89-6) → 4-[[3-(2-Hydrazino-2-oxoethyl)-2-methyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]butanoic acid

Guidance literature:

With hydrogenchloride; sodium hydroxide; NaH; In tetrahydrofuran; ethanol; dimethyl sulfoxide; ethyl acetate; mineral oil;

Reference yield:

5-hydroxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetic acid hydrazide (163687-89-6) → 4-[[3-(2-Hydrazino-2-oxoethyl)-2-methyl-1-(phenylmethyl)-1H-indol-5-yl]oxy]butanoic acid

Guidance literature:

Multi-step reaction with 2 steps

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

2: 18 percent / 2N aq. NaOH / tetrahydrofuran; ethanol / 22.5 h

With sodium hydroxide; sodium hydride; dimethyl sulfoxide; In tetrahydrofuran; ethanol;

DOI:10.1021/jm960486n

upstream raw materials:

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

Downstream raw materials:

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