2-Oxazolidinone, 5-phenyl-, (5R)-

Base Information

• Chemical Name: 2-Oxazolidinone, 5-phenyl-, (5R)-
• CAS No.: 54705-41-8
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• DSSTox Substance ID: DTXSID10469462
• Nikkaji Number: J516.880E
• Wikidata: Q82297195
• Mol file: 54705-41-8.mol

Synonyms:(R)-5-phenyloxazolidin-2-one;54705-41-8;2-Oxazolidinone, 5-phenyl-, (5R)-;(R)-5-phenyl-2-oxazolidinone;(5R)-5-PHENYL-1,3-OXAZOLIDIN-2-ONE;SCHEMBL2899162;DTXSID10469462;ARILQDNHZGKJBK-QMMMGPOBSA-N;MFCD24549785;AKOS037645567;AS-61518;W13319

Chemical Property of 2-Oxazolidinone, 5-phenyl-, (5R)-

Chemical Property:

• PSA: 41.82000
• LogP: 1.10750
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.063328530
• Heavy Atom Count: 12
• Complexity: 175

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(OC(=O)N1)C2=CC=CC=C2
• Isomeric SMILES: C1[C@H](OC(=O)N1)C2=CC=CC=C2

Technology Process of 2-Oxazolidinone, 5-phenyl-, (5R)-

There total 74 articles about 2-Oxazolidinone, 5-phenyl-, (5R)- 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%

2-phenylaziridine (1499-00-9) + carbon dioxide (124-38-9,18923-20-1) → 5-phenyloxazolidin-2-one (7693-77-8,54705-41-8,60426-44-0)

Guidance literature:

With fibrous nanosilica functionalized with sodium tripolyphosphate and 3-aminopropyltriethoxysilane; In neat (no solvent); at 20 ℃; for 0.5h; under 3750.38 Torr; regioselective reaction; Autoclave; Green chemistry;

DOI:10.1080/10426507.2018.1455197

Reference yield: 93.0%

(4R)-3-((2S)-2-phenylpropionyl)-4-phenyl-oxazolidin-2-one (214492-02-1) → (5R)-5-phenyl-1,3-oxazolidin-2-one (54705-41-8) + (S)-2-Phenylpropionic acid (7782-24-3)

Guidance literature:

(4R)-3-((2S)-2-phenylpropionyl)-4-phenyl-oxazolidin-2-one; With lithium hydroxide monohydrate; dihydrogen peroxide; In tetrahydrofuran; water; at 20 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; In water; pH=3; Inert atmosphere;

DOI:10.1016/j.tetasy.2011.02.022

Reference yield: 88.0%

carbon monoxide (201230-82-2) + 2-Amino-1-phenylethanol (7568-93-6,1936-63-6) → 5-phenyloxazolidin-2-one (7693-77-8,54705-41-8,60426-44-0) + N,N'-bis-(2-hydroxy-2-phenyl-ethyl)-oxalamide

Guidance literature:

With oxygen; potassium iodide; palladium(II) iodide; In 1,2-dimethoxyethane; at 100 ℃; for 8h; under 15201 Torr;

DOI:10.1021/jo026532a

upstream raw materials:

3-hydroxy-3-phenylpropionamide

3-Hydroxy-3-phenylpropionyl azide

styrene

ethyl N,N-dichlorocarbamate

Downstream raw materials:

N-<(R)-1-(1-Naphthyl)ethyl>-(5S)-phenyl-2-oxazolidone-3-carboxamide

N-<(R)-1-(1-Naphthyl)ethyl>-(5R)-phenyl-2-oxazolidone-3-carboxamide

N-benzoyl-5-phenyl-oxazolidin-2-one

3-methyl-5-phenyloxazolidin-2-one