2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester

Base Information

• Chemical Name: 2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester
• CAS No.: 115757-56-7
• Molecular Formula: C₂₅H₂₈N₂O₄
• Molecular Weight: 420.508
• Mol file: 115757-56-7.mol

Synonyms:2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester

Chemical Property of 2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester

There total 1 articles about 2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl 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:

N-benzyl tryptamine (15741-79-4) + formyl-4 methoxycarbonyl-2 butanoate de methyle (72473-15-5) → 2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester (115757-56-7)

Guidance literature:

With acetic acid; Yield given. Multistep reaction; 1.) toluene, reflux, 30 min, 2.) reflux, 2 h;

DOI:10.1021/jo00253a014

Reference yield: 73.0%

2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester (115757-56-7) → 1,2,3,4-tetrahydro-1-(3-methoxycarbonylpropyl)-2-benzyl-β-carboline (75622-27-4)

Guidance literature:

With lithium chloride; In water; dimethyl sulfoxide; for 2h; Heating;

DOI:10.1021/jo00253a014

Reference yield:

2-[2-(2-Benzyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-ethyl]-malonic acid dimethyl ester (115757-56-7) → 1,2,3,4,6,7,12,12b-octahydroindolo(2,3-a)quinolizine (4802-79-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / LiCl / dimethylsulfoxide; H₂O / 2 h / Heating

2: 80 percent / H₂ / Pd/C / methanol

3: 90 percent / NaBH₄ / 2-methyl-propan-2-ol; methanol / 4 h / Heating

With sodium tetrahydroborate; hydrogen; lithium chloride; palladium on activated charcoal; In methanol; water; dimethyl sulfoxide; tert-butyl alcohol;

DOI:10.1021/jo00253a014

upstream raw materials:

N-benzyl tryptamine

formyl-4 methoxycarbonyl-2 butanoate de methyle

Downstream raw materials:

1,2,3,4-tetrahydro-1-(3-methoxycarbonylpropyl)-2-benzyl-β-carboline

1,2,3,4,6,7,12,12b-octahydroindolo(2,3-a)quinolizine