(R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone

Base Information

• Chemical Name: (R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone
• CAS No.: 170918-42-0
• Molecular Formula: C11H13 N O2
• Molecular Weight: 191.23
• Hs Code.: 2934999090
• European Community (EC) Number: 630-643-8
• DSSTox Substance ID: DTXSID50426211
• Nikkaji Number: J1.073.506H
• Wikidata: Q82239173
• Mol file: 170918-42-0.mol

Synonyms:170918-42-0;(R)-5,5-Dimethyl-4-phenyloxazolidin-2-one;(R)-(-)-5,5-DIMETHYL-4-PHENYL-2-OXAZOLIDINONE;(4R)-5,5-dimethyl-4-phenyl-1,3-oxazolidin-2-one;CL4555;SCHEMBL2366727;DTXSID50426211;HSQRCAULDOQKPF-SECBINFHSA-N;VGA91842;MFCD00274261;AKOS016842866;AS-45978;(R)-4-Phenyl-5,5-dimethyloxazolidin-2-one;CS-0172029;(R)-4-Phenyl-5,5-dimethyloxazolidine-2-one;A881975;(R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone, 98%

Chemical Property of (R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 4.47E-06mmHg at 25°C
• Melting Point: 151-156oC(lit.)
• Refractive Index: 1.5220 (estimate)
• Boiling Point: 383.2°Cat760mmHg
• Flash Point: 185.6°C
• PSA: 38.33000
• Density: 1.093g/cm³
• LogP: 2.57490
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

97% ^*data from raw suppliers

(R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(NC(=O)O1)C2=CC=CC=C2)C
• Isomeric SMILES: CC1([C@H](NC(=O)O1)C2=CC=CC=C2)C

Technology Process of (R)-(-)-5,5-Dimethyl-4-phenyl-2-oxazolidinone

There total 20 articles about (R)-(-)-5,5-Dimethyl-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: 97.0%

(3'S,4R)-3-(1'-oxobutyl-3'-phenyl)-4-phenyl-5,5-dimethyloxazolidin-2-one (168298-09-7) → (R)-(-)-5,5-dimethyl-4-phenyl-2-oxazolidinone (170918-42-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; 1) 0 deg C, 1 h, 2) 0 deg C to room temperature;

DOI:10.1016/S0040-4020(98)01145-4

Reference yield: 96.0%

(R)-3-(2',2'-dimethyl-1'-oxopropyl)-4-phenyl-5,5-dimethyloxazolidin-2-one (170918-36-2) → (R)-(-)-5,5-dimethyl-4-phenyl-2-oxazolidinone (170918-42-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; 1) 0 deg C, 1 h, 2) 0 deg C to room temperature;

DOI:10.1016/S0040-4020(98)01145-4

Reference yield: 92.0%

N-<(1R)-2-hydroxy-2-methyl-1-phenylpropyl>-2,2,2-trichloroethanamide (170918-35-1) → (R)-(-)-5,5-dimethyl-4-phenyl-2-oxazolidinone (170918-42-0)

Guidance literature:

With potassium carbonate; In ethanol; for 0.5h; Heating;

DOI:10.1016/S0040-4020(98)01145-4

upstream raw materials:

(R)-3-Hydroxy-3-methyl-2-phenyl-butyric acid

((R)-2-hydroxy-2-methyl-1-phenyl-propyl)-carbamic acid tert-butyl ester

1,1'-carbonyldiimidazole

(R)-1-amino-2-methyl-1-phenyl-propan-2-ol

Downstream raw materials:

(4R)-N-Propionyl-5,5-dimethyl-4-phenyloxazolidin-2-one

(R)-3-(2',2'-dimethyl-1'-oxopropyl)-4-phenyl-5,5-dimethyloxazolidin-2-one

(4R)-3-<3'-phenyl-2'(E)-propenoyl>-4-phenyl-5,5-dimethyloxazolidin-2-one

(4R)-3-<2'(E)-butenoyl>-4-phenyl-5,5-dimethyloxazolidin-2-one