1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

Base Information

• Chemical Name: 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid
• CAS No.: 942217-34-7
• Molecular Formula: C₁₉H₁₄N₂O₃
• Molecular Weight: 318.332
• Mol file: 942217-34-7.mol

Synonyms:1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

Chemical Property of 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid

There total 10 articles about 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-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: 70.0%

1-(4-methoxyphenyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (82789-20-6) → 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid (942217-34-7)

Guidance literature:

With potassium permanganate; In N,N-dimethyl-formamide; at 20 ℃; for 6h;

DOI:10.1002/cmdc.201700133

Reference yield:

(3S)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (324518-45-8) → 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid (942217-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1: thionyl chloride / Reflux

2: sulfur / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

3: sodium hydroxide / water; ethanol / 1 h / Reflux

With thionyl chloride; sulfur; sodium hydroxide; In 5,5-dimethyl-1,3-cyclohexadiene; ethanol; water;

DOI:10.1016/j.bmc.2014.08.035

Reference yield:

L-tryptophan methyl ester (4299-70-1) → 1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid (942217-34-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluoroacetic acid / dichloromethane / 48 h / Reflux

2.1: sulfur / 5,5-dimethyl-1,3-cyclohexadiene / 48 h / Reflux

3.1: sodium hydroxide / methanol; water / 24 h / Reflux

3.2: 3 h / 0 °C

With sulfur; trifluoroacetic acid; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; 1.1: Pictet-Spengler condensation;

DOI:10.3390/molecules17056100

upstream raw materials:

4-methoxy-benzaldehyde

L-Tryptophan

(3S)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester

L-tryptophan methyl ester

Downstream raw materials:

1-(4-methoxyphenyl)-β-carboline-3-carboxylic acid methyl ester

1-(4-methoxyphenyl)-β-carboline-3-carboxylic acid hydrazide

1-(4-methoxyphenyl)-9-methyl-β-carboline-3-carboxylic acid methyl ester

N'-cyclohexylidene-1-(4-methoxyphenyl)-β-carboline-3-carbohydrazide