(S)-(+)-4-Phenyl-2-oxazolidinone

Base Information

• Chemical Name: (S)-(+)-4-Phenyl-2-oxazolidinone
• CAS No.: 86217-38-1
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2934999090
• Mol file: 86217-38-1.mol

Synonyms:4S-Phenyl-Oxazolidinone;

Chemical Property of (S)-(+)-4-Phenyl-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 7.79E-07mmHg at 25°C
• Melting Point: 129-132 °C(lit.)
• Refractive Index: 1.548
• Boiling Point: 407 °C at 760 mmHg
• Flash Point: 200 °C
• PSA: 38.33000
• Density: 1.195 g/cm³
• LogP: 1.79630

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

(4S)-4-phenyl-1,3-oxazolidin-2-one 95%+ ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S)-(+)-4-Phenyl-2-oxazolidinone

There total 73 articles about (S)-(+)-4-Phenyl-2-oxazolidinone 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: 95.0%

carbon dioxide (124-38-9,18923-20-1) + 2-azido-2-phenylethanol (124718-93-0) → 4-phenyl-2-oxazolidinone (86217-38-1,7480-32-2)

Guidance literature:

carbon dioxide; 2-azido-2-phenylethanol; With sodium hydride; In tetrahydrofuran; at -78 ℃; for 0.5h;

With trimethylphosphane; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1016/S0040-4039(01)00901-7

Reference yield: 92.0%

phenethyl tosyloxycarbamate (869111-27-3) → 4-phenyl-2-oxazolidinone (86217-38-1,7480-32-2)

Guidance literature:

With dirhodium(II) tetrakis(triphenylacetate); potassium carbonate; In dichloromethane; at 25 ℃; for 6h;

DOI:10.1021/ja0552850

Reference yield: 92.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + urethane (51-79-6) → 4-phenyl-2-oxazolidinone (86217-38-1,7480-32-2)

Guidance literature:

With boron trifluoride diethyl etherate; benzenetellurinyl trifluoroacetate; In 1,2-dichloro-ethane; for 24h; Heating;

DOI:10.1021/jo00279a031

upstream raw materials:

3-hydroxy-2-phenyl-propionic acid hydrazide

3-nitroso-4-phenyl-2-oxazolidinone

4-methoxy-1,3-oxazolidin-2-one

phenyllithium

Downstream raw materials:

3-butyl-4-phenyloxazolidin-2-one

(4R)-phenyl-2-oxazolidinone

Refernces

• 1、 Chang, Sukbok,Jung, Hoimin,Kim, Dongwook,Lee, Jeonghyo,Lee, Jia,Park, Juhyeon. "Versatile Cp*Co(III)(LX) Catalyst System for Selective Intramolecular C-H Amidation Reactions". supporting information. p. 12324 - 12332. Retrieved 2020/08/06.
• 2、 Wan, Nanwei,Zhou, Xiaoying,Ma, Ran,Tian, Jiawei,Wang, Huihui,Cui, Baodong,Han, Wenyong,Chen, Yongzheng. "Synthesis of Chiral 5-Aryl-2-oxazolidinones via Halohydrin Dehalogenase-Catalyzed Enantio- and Regioselective Ring-Opening of Styrene Oxides". supporting information. p. 1201 - 1207. Retrieved 2020/02/05.