[2S,3R,(S)S]-2-hydroxy-2-methyl-3-[2-(p-tolylsulfinyl)phenyl]butanenitrile

Base Information

• Chemical Name: [2S,3R,(S)S]-2-hydroxy-2-methyl-3-[2-(p-tolylsulfinyl)phenyl]butanenitrile
• CAS No.: 854375-12-5
• Molecular Formula: C₁₈H₁₉NO₂S
• Molecular Weight: 313.42
• Mol file: 854375-12-5.mol

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

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

Chemical Property:

Purity/Quality:

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

There total 2 articles about [2S,3R,(S)S]-2-hydroxy-2-methyl-3-[2-(p-tolylsulfinyl)phenyl]butanenitrile 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: 90.0%

diethylaluminium cyanide (5804-85-3) + [3R,(S)S]-3-[2-(p-tolylsulfinyl)phenyl]butan-2-one (794526-02-6) → [2S,3R,(S)S]-2-hydroxy-2-methyl-3-[2-(p-tolylsulfinyl)phenyl]butanenitrile (854375-12-5)

Guidance literature:

With ytterbium(III) triflate; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/j.tet.2005.10.067

Reference yield:

diethylaluminium cyanide (5804-85-3) + [3R,(S)S]-3-[2-(p-tolylsulfinyl)phenyl]butan-2-one (794526-02-6) → [2S,3R,(S)S]-2-hydroxy-2-methyl-3-[2-(p-tolylsulfinyl)phenyl]butanenitrile (854375-12-5) + (2R,3R)-2-Hydroxy-2-methyl-3-[2-((S)-toluene-4-sulfinyl)-phenyl]-butyronitrile

Guidance literature:

In tetrahydrofuran; at -78 ℃; for 2h; Title compound not separated from byproducts;

DOI:10.1016/j.tet.2005.10.067

Reference yield:

[2S,3R,(S)S]-2-hydroxy-2-methyl-3-[2-(p-tolylsulfinyl)phenyl]butanenitrile (854375-12-5) → (2S,3R)-2-hydroxy-2-methyl-3-[2-(p-tolylsulfonyl)phenyl]butanenitrile

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform-d1;

DOI:10.1016/j.tet.2005.10.067

upstream raw materials:

diethylaluminium cyanide

[3R,(S)S]-3-[2-(p-tolylsulfinyl)phenyl]butan-2-one