(1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Base Information

• Chemical Name: (1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate
• CAS No.: 1417796-77-0
• Molecular Formula: C₂₂H₂₄N₂O₂
• Molecular Weight: 348.445
• Mol file: 1417796-77-0.mol

Synonyms:(1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Chemical Property of (1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate

There total 2 articles about (1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate 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: 58.0%

4-n-propylbenzaldehyde (28785-06-0) + (R)-(+)-tryptophan methyl ester hydrochloride (14907-27-8,5619-09-0,7524-52-9,26988-71-6,41222-70-2,67557-19-1,109492-62-8) → (1R,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate (1417796-76-9) + (1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate (1417796-77-0)

Guidance literature:

4-n-propylbenzaldehyde; (R)-(+)-tryptophan methyl ester hydrochloride; In methanol; water; at 25 ℃;

With sodium carbonate; In methanol; water;

DOI:10.1021/ci3003655

Reference yield:

D-tryptophan (153-94-6,27732-43-0,80206-30-0,27813-82-7) → (1R,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate (1417796-76-9) + (1S,3R)-methyl 1-(4-propylphenyl)-2,3,4,9-tetrahydo-1H-pyrido[3,4-b]indole-3-carboxylate (1417796-77-0)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / 6.5 h / -10 - 25 °C

2: methanol; water / 25 °C

With thionyl chloride; In methanol; water; 2: |Pictet-Spengler Synthesis / 2: |Pictet-Spengler Synthesis;

DOI:10.1021/ci3003655

upstream raw materials:

D-tryptophan

4-n-propylbenzaldehyde

(R)-(+)-tryptophan methyl ester hydrochloride