23204-70-8

Basic information

• Product Name: (4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE
• Synonyms: (4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE;(4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDI;(4S,5R)-45-diphenyloxazolidin-2-one;(-)-cis-4,5-Diphenyl-2-oxazolidinone;(4S,5R)-(-)-cis-Diphenyl-2-oxazolidinone;(4S-cis)-4,5-Diphenyl-2-oxazolidinone;(4S,5R)-cis-4,5-Diphenyloxazolidin-2-one;(4S,5R)-4,5-Diphenyl-2-oxazolidinone
• CAS NO: 23204-70-8
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.27
• Product Categories: Asymmetric Synthesis;Chiral Auxiliaries;Oxazolidinone Derivatives
• Mol File: 23204-70-8.mol

Chemical Properties

• Melting Point: 227-232 °C(lit.)
• Boiling Point: 466.6°Cat760mmHg
• Flash Point: 236°C
• Appearance: /
• Density: 1.192g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly)
• PKA: 11.56±0.60(Predicted)
• CAS DataBase Reference: (4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE(23204-70-8)
• EPA Substance Registry System: (4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE(23204-70-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 23204-70-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE is used as a catalyst for the enantioselective synthesis of chiral phthalides. These chiral phthalides are important intermediates in the development of pharmaceutical compounds, as they can exhibit different biological activities depending on their stereochemistry.
Used in Organic Chemistry Research:
(4S,5R)-(-)-CIS-4,5-DIPHENYL-2-OXAZOLIDINONE is used as a versatile chiral auxiliary in a variety of highly diastereoselective reactions, such as Michael additions, Diels-Alder reactions, cyclopropanations, and allylations. Its ability to induce high levels of selectivity makes it a valuable tool for the synthesis of complex organic molecules with specific stereochemical configurations.

InChI:InChI=1/C15H13NO2/c17-15-16-13(11-7-3-1-4-8-11)14(18-15)12-9-5-2-6-10-12/h1-10,13-14H,(H,16,17)/t13-,14+/m0/s1

Upstream product

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 23190-16-1 (1R,2S)-2-Amino-1,2-diphenylethanol 
• 124-38-9 carbon dioxide 
• 98-59-9 p-toluenesulfonyl chloride 
• 530-36-9 2-amino-1,2-diphenylethanol 
• 441-38-3 benzoin oxime 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 813459-59-5 tert-butyl (1S,2R)-2-hydroxy-1,2-diphenylethylcarbamate 
• 163667-14-9 2-(tert-butyldimethylsilyloxy)-2-phenylacetaldehyde 
• 591-51-5 phenyllithium 
• 146405-41-6 [2-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-ethylidene]-trimethylsilanyl-amine 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 1189-71-5 isocyanate de chlorosulfonyle 
• 1439-07-2 trans-Stilbene oxide 

Downstream Products

• 23204-71-9 (4R,5R)-trans-4,5-diphenyl-2-oxazolidinone 
• 170080-05-4 (4S,5S)-4,5-diphenyl-2-oxazolidinone 
• 913831-72-8 (4S,5R)-3-acetyl-4,5-diphenyloxazolidin-2-one 
• 198021-64-6 (3S,4R)-2-Oxo-3-((4S,5R)-2-oxo-4,5-diphenyl-oxazolidin-3-yl)-4-propyl-azetidine-1-carbaldehyde 
• 198022-17-2 (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-phenyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one 
• 198022-19-4 (4S,5R)-3-[(2S,3S)-2-Benzyloxymethyl-1-(bis-trimethylsilanyl-methyl)-4-oxo-azetidin-3-yl]-4,5-diphenyl-oxazolidin-2-one 
• 198021-44-2 (3S,4R)-1-[bis(trimethylsilyl)methyl]-4-methyl-3-[(4S,5R)-4,5-diphenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one 
• 198021-47-5 (4S,5R)-3-[(2S,3S)-1-(Bis-trimethylsilanyl-methyl)-2-methyl-4-oxo-azetidin-3-yl]-4,5-diphenyl-oxazolidin-2-one 
• 198022-11-6 (4S,5R)-3-[(3S,4R)-1-(Bis-trimethylsilanyl-methyl)-2-oxo-4-propyl-azetidin-3-yl]-4,5-diphenyl-oxazolidin-2-one 

Relevant articles and documents

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