1H-Indole-3-acetic acid, 5-methoxy-2-methyl-1-(phenylmethyl)-, methyl ester

Base Information

• Chemical Name: 1H-Indole-3-acetic acid, 5-methoxy-2-methyl-1-(phenylmethyl)-, methyl ester
• CAS No.: 57846-28-3
• Molecular Formula: C₂₀H₂₁NO₃
• Molecular Weight: 323.392
• DSSTox Substance ID: DTXSID90206554
• Wikidata: Q83080385
• ChEMBL ID: CHEMBL436423
• Mol file: 57846-28-3.mol

Synonyms:BRN 0497622;CHEMBL436423;1H-Indole-3-acetic acid, 5-methoxy-2-methyl-1-(phenylmethyl)-, methyl ester;57846-28-3;Methyl 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indole-3-acetate;Estere metilico dell'acido 1-benzil-2-metil-5-metossi-3-indolilacetico [Italian];Estere metilico dell'acido 1-benzil-2-metil-5-metossi-3-indolilacetico;SCHEMBL8645997;DTXSID90206554;BDBM50055805;LS-82196;(1-Benzyl-5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid methyl ester

Chemical Property of 1H-Indole-3-acetic acid, 5-methoxy-2-methyl-1-(phenylmethyl)-, methyl ester

Chemical Property:

• Vapor Pressure: 5.41E-10mmHg at 25°C
• Boiling Point: 496.4°Cat760mmHg
• Flash Point: 254°C
• Density: 1.12g/cm³
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 323.15214353
• Heavy Atom Count: 24
• Complexity: 421

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1CC3=CC=CC=C3)C=CC(=C2)OC)CC(=O)OC

Technology Process of 1H-Indole-3-acetic acid, 5-methoxy-2-methyl-1-(phenylmethyl)-, methyl ester

There total 4 articles about 1H-Indole-3-acetic acid, 5-methoxy-2-methyl-1-(phenylmethyl)-, 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: 48.0%

methanol (67-56-1) + 5-methoxy-2-methyl-1-(phenylmethyl)-1H-indol-3-ylacetic acid (59283-35-1) → (1-benzyl-5-methoxy-2-methyl-indol-3-yl)-acetic acid methyl ester (57846-28-3)

Guidance literature:

With methanesulfonic acid; for 3h; Heating;

DOI:10.1021/jm960485v

Reference yield:

5-Methoxy-2-methylindole-3-acetic acid (2882-15-7) → (1-benzyl-5-methoxy-2-methyl-indol-3-yl)-acetic acid methyl ester (57846-28-3)

Guidance literature:

Multi-step reaction with 3 steps

1: NaH / tetrahydrofuran; dimethylsulfoxide / 16 h

2: 87 percent / 2N aq.NaOH / 6 h

3: 48 percent / metanesulfonic acid / 3 h / Heating

With sodium hydroxide; methanesulfonic acid; sodium hydride; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/jm960485v

Reference yield:

(1-Benzyl-5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid benzyl ester (163734-87-0) → (1-benzyl-5-methoxy-2-methyl-indol-3-yl)-acetic acid methyl ester (57846-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / 2N aq.NaOH / 6 h

2: 48 percent / metanesulfonic acid / 3 h / Heating

With sodium hydroxide; methanesulfonic acid;

DOI:10.1021/jm960485v

upstream raw materials:

methanol

5-methoxy-2-methyl-1-(phenylmethyl)-1H-indol-3-ylacetic acid

5-Methoxy-2-methylindole-3-acetic acid

(1-Benzyl-5-methoxy-2-methyl-1H-indol-3-yl)-acetic acid benzyl ester