(2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile

Base Information

• Chemical Name: (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile
• CAS No.: 277754-82-2
• Molecular Formula: C₁₄H₁₆N₂O₂S
• Molecular Weight: 276.359
• Mol file: 277754-82-2.mol

Synonyms:(2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile

Chemical Property of (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile

There total 1 articles about (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)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: 83.0%

bis(trichloromethyl) carbonate (32315-10-9) + 2-((S)-2-Hydroxy-1-phenyl-ethylamino)-4-methylsulfanyl-butyronitrile → (2S,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile (277754-81-1) + (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile (277754-82-2)

Guidance literature:

In pyridine; dichloromethane; at 0 ℃; for 3h;

DOI:10.1002/1099-0690(200004)2000:7<1297::AID-EJOC1297>3.0.CO;2-L

Reference yield:

(2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile (277754-82-2) → L-methionine (63-68-3,26062-47-5,58576-49-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 10 percent Turnov_. / HCl / H₂O / 5 h / 55 °C

2: 85 percent / lithium; NH₃ / tetrahydrofuran; 2-methyl-propan-2-ol / 0.08 h / -70 °C

With hydrogenchloride; ammonia; lithium; In tetrahydrofuran; water; tert-butyl alcohol; 1: Hydrolysis / 2: Elimination;

DOI:10.1002/1099-0690(200004)2000:7<1297::AID-EJOC1297>3.0.CO;2-L

Reference yield:

(2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'yl)butanenitrile (277754-82-2) → (2S,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)butanoic acid (197644-33-0) + (2R,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)butanoic acid

Guidance literature:

With hydrogenchloride; In water; at 55 ℃; for 5h;

DOI:10.1002/1099-0690(200004)2000:7<1297::AID-EJOC1297>3.0.CO;2-L

upstream raw materials:

bis(trichloromethyl) carbonate

Downstream raw materials:

(2S,4'S)-4-methylthio-2-(2'-oxo-4'-phenyloxazolidin-3'-yl)butanoic acid

L-methionine