tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate

Base Information

• Chemical Name: tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate
• CAS No.: 1189110-50-6
• Molecular Formula: C₂₄H₂₈N₂O₄
• Molecular Weight: 408.497
• Mol file: 1189110-50-6.mol

Synonyms:tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate

Chemical Property of tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate

There total 5 articles about tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate 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: 87.0%

tert-butyl 9-(4-methoxybenzyl)-3,4-dihydro-1H-pyrido[3,4-b]indole-2(9H)-carboxylate → tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate (1189110-50-6)

Guidance literature:

With selenium(IV) oxide; In 1,4-dioxane; water; at 100 ℃; for 5h;

DOI:10.1002/anie.201305171

Reference yield: 78.0%

tert-butyl 2-(1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate (1189110-59-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate (1189110-50-6)

Guidance literature:

tert-butyl 2-(1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate; With n-butyllithium; In 1,2-dimethoxyethane; at -78 ℃; for 2.58333h;

N,N-dimethyl-formamide; In 1,2-dimethoxyethane; at -78 - 20 ℃; for 1.16667h;

DOI:10.1021/ja906472m

Reference yield:

p-methoxybenzyl chloride (824-94-2) → tert-butyl 2-(2-formyl-1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate (1189110-50-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 - 20 °C

1.2: 0.25 h / 20 °C

2.1: selenium(IV) oxide / 1,4-dioxane; water / 5 h / 100 °C

With selenium(IV) oxide; sodium hydride; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1002/anie.201305171

upstream raw materials:

tert-butyl 2-(1-(4-methoxybenzyl)-1H-indol-3-yl)ethylcarbamate

N,N-dimethyl-formamide

p-methoxybenzyl chloride

1,3,4,9-Tetrahydro-β-carboline-2-carboxylic acid tert-butyl ester

Downstream raw materials:

tert-butyl 2-(1-(4-methoxybenzyl)-2-vinyl-1H-indol-3-yl)ethylcarbamate