ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

Base Information

Chemical Name:ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate
CAS No.:935846-44-9
Molecular Formula:C₃₀H₃₁NO₇
Molecular Weight:517.579
Hs Code.:

Synonyms:ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

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Chemical Property of ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

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Technology Process of ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

There total 8 articles about ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-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: 97.0%

: 935846-42-7
ethyl 3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

: 24424-99-5
di-tert-butyl dicarbonate

: 935846-44-9
ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

Guidance literature:: With sodium carbonate; In tetrahydrofuran; for 3h; Heating;
DOI:10.1021/jo062627r

Reference yield:

: 935846-39-2
2-(2-((4-methoxybenzyl)oxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 935846-44-9
ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / aq. potassium carbonate / PdCl₂(dppf)*CH₂Cl₂ / 1,2-dimethoxy-ethane / 85 °C

2.1: tert-butyl hypochlorite / CH₂Cl₂ / 4 h / 20 °C

2.2: 87 percent / HCl / ethanol; CH₂Cl₂; diethyl ether

3.1: 97 percent / sodium carbonate / tetrahydrofuran / 3 h / Heating

With tert-butylhypochlorite; sodium carbonate; potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane;
DOI:10.1021/jo062627r

Reference yield:

: 3770-50-1,117770-52-2
2-carbethoxyindole

: 935846-44-9
ethyl 1-(tert-butoxycarbonyl)-3-[2-(4-methoxybenzyloxy)phenyl]-2-oxoindole-3-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-iodosuccinimide / dimethylformamide / 0 - 20 °C

1.2: 93 percent / sodium thiosulfate / dimethylformamide; H₂O / 1 h

2.1: 81 percent / aq. potassium carbonate / PdCl₂(dppf)*CH₂Cl₂ / 1,2-dimethoxy-ethane / 85 °C

3.1: tert-butyl hypochlorite / CH₂Cl₂ / 4 h / 20 °C

3.2: 87 percent / HCl / ethanol; CH₂Cl₂; diethyl ether

4.1: 97 percent / sodium carbonate / tetrahydrofuran / 3 h / Heating

With N-iodo-succinimide; tert-butylhypochlorite; sodium carbonate; potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo062627r