1h-Indole-3-acetic acid,5-methoxy-1-(4-methoxybenzoyl)-2-methyl-

Base Information

• Chemical Name: 1h-Indole-3-acetic acid,5-methoxy-1-(4-methoxybenzoyl)-2-methyl-
• CAS No.: 1568-31-6
• Molecular Formula: C20H19NO5
• Molecular Weight: 353.375
• DSSTox Substance ID: DTXSID00458163
• Wikidata: Q82281327
• Pharos Ligand ID: 93T43BZQG6LA
• ChEMBL ID: CHEMBL2323473
• Mol file: 1568-31-6.mol

Synonyms:1568-31-6;CHEMBL2323473;1h-indole-3-acetic acid,5-methoxy-1-(4-methoxybenzoyl)-2-methyl-;SCHEMBL8645594;DTXSID00458163;2-[5-methoxy-1-(4-methoxybenzoyl)-2-methylindol-3-yl]acetic acid;BDBM50427664

Chemical Property of 1h-Indole-3-acetic acid,5-methoxy-1-(4-methoxybenzoyl)-2-methyl-

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 353.12632271
• Heavy Atom Count: 26
• Complexity: 516

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)OC)C=CC(=C2)OC)CC(=O)O

Technology Process of 1h-Indole-3-acetic acid,5-methoxy-1-(4-methoxybenzoyl)-2-methyl-

There total 8 articles about 1h-Indole-3-acetic acid,5-methoxy-1-(4-methoxybenzoyl)-2-methyl- 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: 93.0%

methyl 2-(5-methoxy-1-(4-methoxybenzoyl)-2-methyl-1H-indol-3-yl)acetate → 2-(5-methoxy-1-(4-methoxybenzoyl)-2-methyl-1H-indol-3-yl)acetic acid (1568-31-6)

Guidance literature:

With trimethyl-tin hydroxide; In 1,2-dichloro-ethane; at 130 ℃; for 0.5h; Inert atmosphere; Microwave irradiation;

DOI:10.1016/j.tet.2012.08.044 DOI:10.1016/j.tet.2012.08.044

Reference yield:

t-butyl [5-methoxy-1-(4-methoxybenzoyl)-2-methyl-indol-3-yl]-acetate → 2-(5-methoxy-1-(4-methoxybenzoyl)-2-methyl-1H-indol-3-yl)acetic acid (1568-31-6)

Guidance literature:

With trifluoroacetic acid; In toluene;

Reference yield:

4-methoxy-N'-[(1E)-ethylidene]-N-(4-methoxyphenyl)benzohydrazide → 2-(5-methoxy-1-(4-methoxybenzoyl)-2-methyl-1H-indol-3-yl)acetic acid (1568-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / toluene; methanol; dioxane / 0.67 h / 20 °C

2: 403 mg / AcOH / 3 h / 80 °C

With hydrogenchloride; acetic acid; In 1,4-dioxane; methanol; toluene;

DOI:10.1016/j.ejmech.2004.11.011

upstream raw materials:

levulinic acid

4-Methoxy-benzoic acid N-(4-methoxy-phenyl)-hydrazide

4-Methoxyphenylhydrazine

N-ethylidene-N'-(4-methoxy-phenyl)-hydrazine

Downstream raw materials:

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

4-methoxybenzoic acid

p-methoxybenzoate^(1-)