1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester
• CAS No.: 380895-65-8
• Molecular Formula: C₁₉H₁₇N₃O₄
• Molecular Weight: 351.362
• Mol file: 380895-65-8.mol

Synonyms:1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Chemical Property of 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

There total 5 articles about 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid 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: 75.0%

2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines (109086-74-0) + L-tryptophan methyl ester (4299-70-1) → 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (380895-65-8)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; for 12h; Heating;

DOI:10.1016/S0040-4020(01)00763-3

Reference yield:

3-nitro-benzaldehyde (99-61-6) + L-tryptophan methyl ester (4299-70-1) → 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (380895-65-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/j.ejmech.2016.10.018

Reference yield:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → 1-(3-nitro-phenyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester (380895-65-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / 48 h / Reflux

2: trifluoroacetic acid / dichloromethane / 48 h / 20 °C

With sulfuric acid; trifluoroacetic acid; In dichloromethane; 2: |Pictet-Spengler Synthesis;

DOI:10.1016/j.ejmech.2016.10.018

upstream raw materials:

2-(m-nitro)phenyltetrahydro-(2H)-1,3-oxazines

L-tryptophan methyl ester

methanol

C₁₈H₁₅N₃O₄

Downstream raw materials:

C₁₈H₁₃N₅O₃

C₂₅H₁₇N₅O₃