ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

Base Information

Chemical Name:ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate
CAS No.:1220018-34-7
Molecular Formula:C₃₁H₃₃NO₄
Molecular Weight:483.607
Hs Code.:

Synonyms:ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

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Chemical Property of ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

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Technology Process of ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

There total 4 articles about ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-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: 42.0%

: 21523-62-6
2,3-dimethylindole-5-carboxylic acid ethyl ester

: 114772-40-6
4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester

: 1220018-34-7
ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

Guidance literature:: 2,3-dimethylindole-5-carboxylic acid ethyl ester; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h;

4'-bromomethyl-biphenyl-2-carboxylic acid tert-butyl ester; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 42h;
DOI:10.1016/j.bmcl.2009.12.107

Reference yield:

: 55666-42-7
tert-butyl 2-bromobenzoate

: 1220018-34-7
ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.67 h / 100 °C / Sealed vial

2.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 2 h / 100 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 1 h / 0 - 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; tetrachloromethane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 88-65-3
2-bromobenzoic-acid

: 1220018-34-7
ethyl 1-[(2'-{[(tert-butyl)oxy]carbonyl}-4-biphenyl)methyl]-2,3-dimethyl-1H-indole-5-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: dicyclohexyl-carbodiimide / dmap / dichloromethane / 20 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.67 h / 100 °C / Sealed vial

3.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 2 h / 100 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 0 - 20 °C / Inert atmosphere

4.2: 1 h / 0 - 20 °C

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sodium hydride; potassium carbonate; dicyclohexyl-carbodiimide; dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;