2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Base Information

Chemical Name:2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one
CAS No.:1310538-88-5
Molecular Formula:C₃₀H₃₈N₂O₃SSi
Molecular Weight:534.795
Hs Code.:

Synonyms:2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

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Chemical Property of 2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

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Technology Process of 2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

There total 7 articles about 2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one 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: 89.0%

: 1310538-74-9
1-allyl-N-tosyl-1H-indole-2-carboxamide

: 181934-30-5
1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one

: 1310538-88-5
2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Guidance literature:: With lithium chloride; palladium dichloride; In ethanol; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201100718

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 1310538-88-5
2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / -78 - 0 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: trimethylsilyl trifluoromethanesulfonate / acetonitrile / 0.75 h / 4 °C / Inert atmosphere

2.2: 0.92 h / 4 °C / Inert atmosphere

3.1: lithium chloride; palladium dichloride / ethanol / 20 °C / Inert atmosphere

With n-butyllithium; trimethylsilyl trifluoromethanesulfonate; lithium chloride; palladium dichloride; In tetrahydrofuran; ethanol; hexane; acetonitrile;
DOI:10.1002/anie.201100718

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1310538-88-5
2-tosyl-3-(3-(triisopropylsilyl)prop-2-ynyl)-3,4-dihydropyrazino[1,2-a]indol-1(2H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 3 h / -5 °C / Reflux; Inert atmosphere

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

2.2: 1.5 h / 100 °C / Inert atmosphere

3.1: sodium hydroxide / ethanol; water / 2 h / Reflux; Inert atmosphere

3.2: pH 2 / Inert atmosphere

4.1: tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: lithium chloride; palladium dichloride / ethanol / 20 °C / Inert atmosphere

With thionyl chloride; sodium hydride; lithium chloride; sodium hydroxide; palladium dichloride; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1002/anie.201100718