methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

Base Information

Chemical Name:methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate
CAS No.:1286196-85-7
Molecular Formula:C₂₀H₂₁NO₃S
Molecular Weight:355.458
Hs Code.:

Synonyms:methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

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Chemical Property of methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

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Technology Process of methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

There total 3 articles about methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate 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: 77.0%

: 1286196-75-5
[S(S)]-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanenitrile

: 79-22-1
methyl chloroformate

: 1286196-85-7
methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

Guidance literature:: [S(S)]-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanenitrile; With 18-crown-6 ether; potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

methyl chloroformate; In tetrahydrofuran; at -78 ℃; for 0.25h; 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

: 1286196-85-7
methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 1 h / 20 °C / Inert atmosphere

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

2.2: 0.25 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

: methyl [2S,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

: 1286196-85-7
methyl [2R,(S)S]-2-cyano-3-methyl-2-[2-(p-tolylsulfinyl)phenyl]butanoate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 1 h / 20 °C / Inert atmosphere

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

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

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