3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid

Base Information

• Chemical Name: 3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid
• CAS No.: 89224-83-9
• Molecular Formula: C19H15NO4
• Molecular Weight: 321.332
• ChEMBL ID: CHEMBL43108
• DSSTox Substance ID: DTXSID70529334
• Wikidata: Q82399702
• Mol file: 89224-83-9.mol

Synonyms:3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid;89224-83-9;CHEMBL43108;SCHEMBL10654421;DTXSID70529334;YUEDRIPQRRVFJV-UHFFFAOYSA-N

Chemical Property of 3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid

Chemical Property:

• XLogP3: 4.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 321.10010796
• Heavy Atom Count: 24
• Complexity: 464

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC1=C(OC2=C1N(C3=CC=CC=C32)C4=CC=CC=C4)C(=O)O

Technology Process of 3-Ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid

There total 6 articles about 3-Ethoxy-4-phenyl-4H-furo[3,2-b]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: 59.0%

3-ethoxy-4-phenyl-4H-furo<3,2-b>indole-2-carboxylic acid methyl ester (89224-61-3) → 3-ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid (89224-83-9)

Guidance literature:

With sodium hydroxide; In methanol; water; for 20h; Heating;

Reference yield:

3-hydroxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester (71711-33-6) → 3-ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid (89224-83-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 67 percent / potassium carbonate / acetone / 24 h / Heating

2: 60 percent / potassium t-butoxide / tetrahydrofuran / 18 h

3: 71 percent / potassium t-butoxide / dimethylsulfoxide / 24 h

4: 59 percent / 1N NaOH / methanol; H₂O / 20 h / Heating

With sodium hydroxide; potassium tert-butylate; potassium carbonate; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; acetone;

Reference yield:

2-<(carboxymethyl)phenylamino>benzoic acid (85793-68-6) → 3-ethoxy-4-phenyl-4H-furo[3,2-b]indole-2-carboxylic acid (89224-83-9)

Guidance literature:

Multi-step reaction with 6 steps

1: conc. H₂SO₄ / 20 h / Heating

2: 71 percent / sodium methoxide / methanol / 1.5 h / Heating

3: 67 percent / potassium carbonate / acetone / 24 h / Heating

4: 60 percent / potassium t-butoxide / tetrahydrofuran / 18 h

5: 71 percent / potassium t-butoxide / dimethylsulfoxide / 24 h

6: 59 percent / 1N NaOH / methanol; H₂O / 20 h / Heating

With sodium hydroxide; sulfuric acid; potassium tert-butylate; sodium methylate; potassium carbonate; In tetrahydrofuran; methanol; water; dimethyl sulfoxide; acetone;

upstream raw materials:

3-ethoxy-4-phenyl-4H-furo<3,2-b>indole-2-carboxylic acid methyl ester

3-hydroxy-1-phenyl-1H-indole-2-carboxylic acid methyl ester

2-<(carboxymethyl)phenylamino>benzoic acid

2-<(2-methoxy-2-oxoethyl)phenylamino>benzoic acid methyl ester

Downstream raw materials:

3-ethoxy-4-phenyl-N-(1H-tetrazol-5-yl)-4H-furo[3,2-b]indole-2-carboxamide