[2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

Base Information

Chemical Name:[2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile
CAS No.:1286196-82-4
Molecular Formula:C₂₁H₂₃NO₂S
Molecular Weight:353.485
Hs Code.:

Synonyms:[2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

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Chemical Property of [2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

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Technology Process of [2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

There total 3 articles about [2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile 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: 70.0%

: 1286196-73-3
[S(S)]-2-[2-(p-tolylsulfinyl)phenyl]propanenitrile

: 3282-30-2
pivaloyl chloride

: 1286196-82-4
[2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

Guidance literature:: [S(S)]-2-[2-(p-tolylsulfinyl)phenyl]propanenitrile; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

pivaloyl chloride; In tetrahydrofuran; at -78 ℃; for 0.333333h; optical yield given as %de; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo2004204

Reference yield:

: 1286196-72-2
(S)-2-[2-(p-tolylsulfinyl)phenyl]acetonitrile

: 1286196-82-4
[2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: 18-crown-6 ether; potassium hexamethylsilazane / tetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

2.2: 0.33 h / -78 °C / Inert atmosphere

With 18-crown-6 ether; potassium hexamethylsilazane; lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo2004204

Reference yield:

: 1286196-72-2
(S)-2-[2-(p-tolylsulfinyl)phenyl]acetonitrile

: 1286196-82-4
[2R,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

: [2S,(S)S]-2,4,4-trimethyl-3-oxo-2-[2-(p-tolylsulfinyl)phenyl]pentanenitrile

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.17 h / 20 °C / Inert atmosphere

1.2: 0.25 h / 20 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: -78 °C / Inert atmosphere

With lithium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1021/jo2004204