2-Methyl-2-propanyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

Base Information

• Chemical Name: 2-Methyl-2-propanyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate
• CAS No.: 786647-50-5
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 0
• Mol file: 786647-50-5.mol

Synonyms:Ethyl N-Boc-(indol-3-yl)acetate/tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

Chemical Property of 2-Methyl-2-propanyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Methyl-2-propanyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate

There total 2 articles about 2-Methyl-2-propanyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-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: 99.0%

ethyl 3-indoleacetate (778-82-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate (786647-50-5)

Guidance literature:

With triethylamine; dmap; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

indole-3-acetic acid (87-51-4) → tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate (786647-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: methanesulfonic acid

2: triethylamine / dichloromethane / 17 h / 20 °C

With methanesulfonic acid; triethylamine; In dichloromethane;

DOI:10.1021/jacs.1c00759

Reference yield:

tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate (786647-50-5) + 1-[(3-bromopropoxy)methyl]-benzene (54314-84-0) → ethyl 5-(benzyloxy)-2-(1H-indol-3-yl)pentanoate (1265774-67-1) + tert-butyl 3-[5-(benzyloxy)-1-ethoxy-1-oxopentan-2-yl]-1H-indole-1-carboxylate (1265774-21-7)

Guidance literature:

tert-butyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.25h; Inert atmosphere;

1-[(3-bromopropoxy)methyl]-benzene; In N,N-dimethyl-formamide; mineral oil; at 20 - 30 ℃; for 1.55h;

upstream raw materials:

ethyl 3-indoleacetate

di-tert-butyl dicarbonate

indole-3-acetic acid

Downstream raw materials:

4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-9H-β-carbolin-3-ol

4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-9H-β-carbolin-3-yl trifluoromethanesulfonate

tert-butyl 4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-3-{[(trifluoromethyl)sulfonyl]oxy}-9H-β-carboline-9-carboxylate

tert-butyl 3-(benzylamino)-4-[3-(benzyloxy)propyl]-1-(3-fluoro-4-methoxybenzyl)-9H-β-carboline-9-carboxylate