methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate

Base Information

• Chemical Name: methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate
• CAS No.: 1379826-21-7
• Molecular Formula: C₂₄H₂₂N₂O₆
• Molecular Weight: 434.448
• Mol file: 1379826-21-7.mol

Synonyms:methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate

Chemical Property of methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate

There total 4 articles about methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-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: 90.0%

methyl 1-(dimethoxymethyl)-9-(3,4,5-trimethoxybenzyl)-9H-carboline-3-carboxylate (1379826-11-5) → methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate (1379826-21-7)

Guidance literature:

With acetic acid; In water; at 90 ℃; for 0.75h;

DOI:10.1002/ejoc.201200068

Reference yield:

3,4,5-trimethoxybenzyl bromide (21852-50-6) + 1-formyl-β-carboline-3-carboxylic acid methyl ester (113247-36-2) → methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate (1379826-21-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1021/acs.orglett.6b02794

Reference yield:

1-dimethoxymethyl-9H-β-carboline-3-carboxylic acid methyl ester (129609-50-3) → methyl 9-(3,4,5-trimethoxybenzyl)-1-formyl-9H-β-carboline-3-carboxylate (1379826-21-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / N,N-dimethyl-formamide / 0.25 h

1.2: 1 h

2.1: acetic acid / water / 0.75 h / 90 °C

With caesium carbonate; acetic acid; In water; N,N-dimethyl-formamide; 1.1: Friedel Crafts alkylation / 1.2: Friedel Crafts alkylation;

DOI:10.1002/ejoc.201200068

upstream raw materials:

methyl 1-(dimethoxymethyl)-9-(3,4,5-trimethoxybenzyl)-9H-carboline-3-carboxylate

3,4,5-trimethoxybenzyl bromide

1-dimethoxymethyl-9H-β-carboline-3-carboxylic acid methyl ester

1-formyl-β-carboline-3-carboxylic acid methyl ester

Downstream raw materials:

methyl 1-(hydroxy(6-oxocyclohex-1-enyl)methyl)-9-(3,4,5-trimethoxybenzyl)-9H-pyrido[3,4-b]indole-3-carboxylate

methyl 12-(3,4,5-trimethoxybenzyl)-1-oxo-2,3,4,12-tetrahydro-1H-benzo[2,3]indolizino[8,7-b]indole-6-carboxylate

methyl 1-(hydroxymethyl)-9-(3,4,5-trimethoxybenzyl)-9H-β-carboline-3-carboxylate

methyl 1-[2-(butoxycarbonyl)-1-hydroxyallyl]-9-(3,4,5-trimethoxybenzyl)-9H-β-carboline-3-carboxylate