N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester

Base Information

• Chemical Name: N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester
• CAS No.: 1392197-74-8
• Molecular Formula: C₂₃H₂₁N₃O₄
• Molecular Weight: 403.437
• Mol file: 1392197-74-8.mol

Synonyms:N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester

Chemical Property of N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester

There total 4 articles about N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl 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: 56.0%

1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid (942217-34-7) + glycine ethyl ester hydrochloride (623-33-6) → N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester (1392197-74-8)

Guidance literature:

1-(4-methoxyphenyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid; glycine ethyl ester hydrochloride; With pyridine; dmap; In dichloromethane; at 0 ℃; for 0.0833333h;

With dicyclohexyl-carbodiimide; In pyridine; dichloromethane; at 0 - 20 ℃; for 26h;

DOI:10.3390/molecules17056100

Reference yield:

(3S)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid methyl ester (243842-55-9) → N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester (1392197-74-8)

Guidance literature:

Multi-step reaction with 3 steps

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

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

2.2: 3 h / 0 °C

3.1: pyridine; dmap / dichloromethane / 0.08 h / 0 °C

3.2: 26 h / 0 - 20 °C

With pyridine; dmap; sulfur; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water;

DOI:10.3390/molecules17056100

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine ethyl ester (1392197-74-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid / 48 h / Reflux

2.1: trifluoroacetic acid / dichloromethane / 48 h / Reflux

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

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

4.2: 3 h / 0 °C

5.1: pyridine; dmap / dichloromethane / 0.08 h / 0 °C

5.2: 26 h / 0 - 20 °C

With pyridine; dmap; sulfuric acid; sulfur; trifluoroacetic acid; sodium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; water; 2.1: Pictet-Spengler condensation;

DOI:10.3390/molecules17056100

upstream raw materials:

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

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

glycine ethyl ester hydrochloride

L-Tryptophan

Downstream raw materials:

N-[1-(4-methoxyphenyl)-β-carboline-3-carbonyl]glycine