(R)-4-Benzyl-5,5-diphenyloxazolidin-2-one

Base Information

• Chemical Name: (R)-4-Benzyl-5,5-diphenyloxazolidin-2-one
• CAS No.: 191090-40-1
• Molecular Formula: C22H19 N O2
• Molecular Weight: 329.3918
• Hs Code.: 29349990
• DSSTox Substance ID: DTXSID20584256
• Nikkaji Number: J1.114.645G
• Wikidata: Q72473056
• Mol file: 191090-40-1.mol

Synonyms:191090-40-1;(R)-4-Benzyl-5,5-diphenyloxazolidin-2-one;(R)-(+)-5,5-Diphenyl-4-benzyl-2-oxazolidinone;(4R)-4-Benzyl-5,5-diphenyl-1,3-oxazolidin-2-one;2-Oxazolidinone, 5,5-diphenyl-4-(phenylmethyl)-, (4R)-;DTXSID20584256;AMY37516;AKOS016842850;AS-69774;F81494;(R)-4-(+)-Benzyl-5,5-diphenyl-2-oxazolidinone;A934617;(R)-(+)-5,5-Diphenyl-4-benzyl-2-oxazolidinone, 98%;2-Oxazolidinone,5,5-diphenyl-4-(phenylmethyl)-,(4R)-

Chemical Property of (R)-4-Benzyl-5,5-diphenyloxazolidin-2-one

Chemical Property:

• Vapor Pressure: 2.83E-12mmHg at 25°C
• Melting Point: 250-254 ºC(lit.)
• Boiling Point: 553 ºCat 760 mmHg
• Flash Point: 288.3 ºC
• PSA: 38.33000
• Density: 1.187 g/cm³
• LogP: 4.61010
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 329.141578849
• Heavy Atom Count: 25
• Complexity: 427

Purity/Quality:

98.5% ^*data from raw suppliers

(R)-(+)-5,5-Diphenyl-4-benzyl-2-oxazolidinone 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CC2C(OC(=O)N2)(C3=CC=CC=C3)C4=CC=CC=C4
• Isomeric SMILES: C1=CC=C(C=C1)C[C@@H]2C(OC(=O)N2)(C3=CC=CC=C3)C4=CC=CC=C4

Technology Process of (R)-4-Benzyl-5,5-diphenyloxazolidin-2-one

There total 1 articles about (R)-4-Benzyl-5,5-diphenyloxazolidin-2-one 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:

4-benzyl-5,5-diphenyloxazolidin-2-one → (R)-(-)-5,5-diphenyl-4-benzyl-2-oxazolidinone (191090-40-1) + (S)-(-)-5-benzyl-4,4-diphenyl-1,3-oxazolidinone (191090-38-7)

Guidance literature:

With Pirkle-type column (Whelk-O-1 CSP); In hexane; isopropyl alcohol; Reagent/catalyst; Resolution of racemate;

DOI:10.1002/bkcs.10116

Reference yield:

(R)-(-)-5,5-diphenyl-4-benzyl-2-oxazolidinone (191090-40-1) + chloroacetyl chloride (79-04-9) → C24H20ClNO3

Guidance literature:

(R)-(-)-5,5-diphenyl-4-benzyl-2-oxazolidinone; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

chloroacetyl chloride; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2012.01.039

Reference yield:

(R)-(-)-5,5-diphenyl-4-benzyl-2-oxazolidinone (191090-40-1) → C25H21NO3S2 (1361955-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sulfur; triethylamine / acetonitrile / 2.5 h / 20 °C

2.2: 15 h / 20 °C

With sodium hydride; sulfur; triethylamine; In tetrahydrofuran; acetonitrile;

DOI:10.1016/j.tet.2012.01.039

Downstream raw materials:

C₂₅H₂₁NO₃S₂

(4S)-3-[(4,5-dimethyl-2-(methylsulfanyl)-3,6-dihydro-2H-thiopyranyl)carbonyl]-4-benzyl-5,5-diphenyl-2-oxazolidinone