3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile

Base Information

• Chemical Name: 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile
• CAS No.: 207985-87-3
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 350.374
• Mol file: 207985-87-3.mol

Synonyms:3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile

Chemical Property of 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile

There total 4 articles about 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile 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: 65.0%

3-[3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-oxo-propyl]-benzonitrile (207985-86-2) → 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile (207985-87-3)

Guidance literature:

With sodium hexamethyldisilazane; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran; at -98 ℃;

DOI:10.1021/ja973713z

Reference yield:

3-(3-cyanophenyl)propanoic acid (42287-97-8) → 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile (207985-87-3)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran / 1.6 h / -78 - 25 °C

2: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT, 4 h

3: 65 percent / NaHMDS, 2-(phenylsulfonyl)-3-phenyloxaziridine / tetrahydrofuran / -98 °C

With n-butyllithium; sodium hexamethyldisilazane; N-(benzenesulfonyl)-3-phenyloxaziridine; triethylamine; In tetrahydrofuran;

DOI:10.1021/ja973713z

Reference yield:

(S)-4-Benzyl-2-oxazolidinone (90719-32-7) → 3-[(S)-3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-hydroxy-3-oxo-propyl]-benzonitrile (207985-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, from -78 deg C to RT, 4 h

2: 65 percent / NaHMDS, 2-(phenylsulfonyl)-3-phenyloxaziridine / tetrahydrofuran / -98 °C

With n-butyllithium; sodium hexamethyldisilazane; N-(benzenesulfonyl)-3-phenyloxaziridine; In tetrahydrofuran;

DOI:10.1021/ja973713z

upstream raw materials:

3-[3-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-3-oxo-propyl]-benzonitrile

3-(3-cyanophenyl)propanoic acid

(S)-4-Benzyl-2-oxazolidinone

Downstream raw materials:

(S)-3-(3-Cyano-phenyl)-2-hydroxy-propionic acid methyl ester