benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Base Information

Chemical Name:benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate
CAS No.:915412-28-1
Molecular Formula:C₃₇H₄₁N₃O₃Si
Molecular Weight:603.836
Hs Code.:

Synonyms:benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

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Chemical Property of benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

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Technology Process of benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

There total 5 articles about benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate 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: 74.0%

: 690632-17-8
4-(4,4,5,5-tetramethyl-1,3,2-dioxoborolan-2-yl)-1-(triisopropylsilyl)-1H-indole

: 915412-27-0
benzyl 3-bromo-5-nicotinoylphenylcarbamate

: 915412-28-1
benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Guidance literature:: With potassium phosphate; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex; In 1,4-dioxane; water; at 100 ℃; Inert atmosphere;
DOI:10.1021/jm100659v

Reference yield:

: 100-54-9,121697-66-3,1232169-17-3,68271-95-4
pyridine-3-carbonitrile

: 915412-28-1
benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -75 - -70 °C / Inert atmosphere

1.2: 1 h / -75 - -71 °C / Inert atmosphere

1.3: 0.33 h / -25 - 20 °C / Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane; toluene / 80 °C / Inert atmosphere; Reflux

3.1: potassium phosphate; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex / 1,4-dioxane; water / 100 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; n-butyllithium; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; diethyl ether; hexane; water; toluene; 2.1: Buchwald-Hartwig amination / 3.1: Suzuki coupling;
DOI:10.1021/jm100659v

Reference yield:

: 626-39-1
1,3,5-trisbromobenzene

: 915412-28-1
benzyl 3-nicotinoyl-5-(1-(triisopropylsilyl)-1H-indol-4-yl)phenylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -75 - -70 °C / Inert atmosphere

1.2: 1 h / -75 - -71 °C / Inert atmosphere

1.3: 0.33 h / -25 - 20 °C / Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate / 1,4-dioxane; toluene / 80 °C / Inert atmosphere; Reflux

3.1: potassium phosphate; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex / 1,4-dioxane; water / 100 °C / Inert atmosphere

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium phosphate; n-butyllithium; 2’-(dimethylamino)-2-biphenylylpalladium(II) chloride dinorbornylphosphine complex; caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; In 1,4-dioxane; diethyl ether; hexane; water; toluene; 2.1: Buchwald-Hartwig amination / 3.1: Suzuki coupling;
DOI:10.1021/jm100659v