9-benzyl-1-methyl-β-carboline-3-carboxaldehyde

Base Information

• Chemical Name: 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde
• CAS No.: 1256282-49-1
• Molecular Formula: C₂₀H₁₆N₂O
• Molecular Weight: 300.36
• Mol file: 1256282-49-1.mol

Synonyms:9-benzyl-1-methyl-β-carboline-3-carboxaldehyde

Chemical Property of 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde

There total 5 articles about 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde 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:

L-Tryptophan (73-22-3,27732-43-0,80206-30-0,27813-82-7) → 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde (1256282-49-1)

Guidance literature:

Multi-step reaction with 6 steps

1: acetic acid / 3 h / Reflux

2: thionyl chloride / 4 h / Reflux

3: sulfur / 5,5-dimethyl-1,3-cyclohexadiene / 8 h / Reflux

4: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

5: lithium borohydride / tetrahydrofuran / 6 h / 20 °C

6: manganese(IV) oxide / acetonitrile / 2 h / Reflux

With manganese(IV) oxide; lithium borohydride; thionyl chloride; sodium hydride; sulfur; acetic acid; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide; acetonitrile; mineral oil; 1: |Pictet-Spengler Synthesis;

DOI:10.1039/c6md00360e

Reference yield:

ethyl 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (39824-90-3) → 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde (1256282-49-1)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfur / 5,5-dimethyl-1,3-cyclohexadiene / 8 h / Reflux

2: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

3: lithium borohydride / tetrahydrofuran / 6 h / 20 °C

4: manganese(IV) oxide / acetonitrile / 2 h / Reflux

With manganese(IV) oxide; lithium borohydride; sodium hydride; sulfur; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1039/c6md00360e

Reference yield:

ethyl 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylateyl-2,3,4,9-tetrahydro-1Hpyrido[3,4-b]indole-3-carboxylate (33821-71-5) → 9-benzyl-1-methyl-β-carboline-3-carboxaldehyde (1256282-49-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 °C

2: lithium borohydride / tetrahydrofuran / 6 h / 20 °C

3: manganese(IV) oxide / acetonitrile / 2 h / Reflux

With manganese(IV) oxide; lithium borohydride; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1039/c6md00360e

upstream raw materials:

ethyl 1-methyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate

L-Tryptophan

ethyl 1-methyl-9H-pyrido[3,4-b]indole-3-carboxylateyl-2,3,4,9-tetrahydro-1Hpyrido[3,4-b]indole-3-carboxylate

ethyl 9-benzyl-1-methyl-9H-pyrido[3,4-b]indole-3-carboxylate