(Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

Base Information

Chemical Name:(Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one
CAS No.:1330681-16-7
Molecular Formula:C₂₃H₂₆N₂O₅SSi
Molecular Weight:470.621
Hs Code.:

Synonyms:(Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

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Chemical Property of (Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

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Technology Process of (Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

There total 2 articles about (Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-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:

: 3-(1-(phenylsulfonyl)-1H-indol-3-yl)propanoic acid

: 1330681-16-7
(Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

1.2: 1.5 h / -78 - 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;
DOI:10.1021/ja206047h

Reference yield:

: 411239-45-7
methyl 3-(1-(phenylsulfonyl)-1H-indol-3-yl)propanoic acid

: 1330681-16-7
(Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: water; lithium hydroxide / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

1.2: 0 °C / pH 0 / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -78 °C / Inert atmosphere

2.2: 1.5 h / -78 - 20 °C / Inert atmosphere

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

3.2: 1 h / -78 - 20 °C / Inert atmosphere

With n-butyllithium; water; sodium hexamethyldisilazane; lithium hydroxide; In tetrahydrofuran; hexane;
DOI:10.1021/ja206047h

Reference yield: 80.0%

: 1330681-16-7
(Z)-3-(3-(1-(phenylsulfonyl)-1H-indol-3-yl)-1-((trimethylsilyl)oxy)prop-1-en-1-yl)oxazolidin-2-one

: 144930-50-7
mesityl(phenyl)iodonium triflouromethanesulfonate

: 1330681-39-4
(R)-3-(2-phenyl-3-(1-(phenylsulfonyl)-1H-indol-3-yl)propanoyl)oxazolidin-2-one

Guidance literature:: With [Cu(OTf)2((R)-Ph-BOX)]; In dichloromethane; at 10 ℃; for 18h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1021/ja206047h