160424-29-3

Basic information

• Product Name: 1,1-DIPHENYL-TETRAHYDRO-PYRROLO[1,2-C]OXAZOL-3-ONE
• Synonyms: 1,1-DIPHENYL-TETRAHYDRO-PYRROLO[1,2-C]OXAZOL-3-ONE;TETRAHYDRO-1,1-DIPHENYL-1H,3H-PYRROLO[1,2-C]OXAZOL-3-ONE;TERAHYDRO-1,1-DEPHENYL-1H,3H-PYRROLO[1,2-C]OXAZOL-3-ONE;(S)-1,1-DIPHENYLTETRAHYDROPYRROLO[1,2-C]OXAZOL-3(1H)-ONE;1,1-Diphenyltetrahydropyrrolo[1,2-c]oxazol-3(1H)-one
• CAS NO: 160424-29-3
• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.33
• Mol File: 160424-29-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 148-150 °C
• Boiling Point: 485°Cat760mmHg
• Flash Point: 247.1°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.65
• PKA: -2.52±0.40(Predicted)
• CAS DataBase Reference: 1,1-DIPHENYL-TETRAHYDRO-PYRROLO[1,2-C]OXAZOL-3-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1-DIPHENYL-TETRAHYDRO-PYRROLO[1,2-C]OXAZOL-3-ONE(160424-29-3)
• EPA Substance Registry System: 1,1-DIPHENYL-TETRAHYDRO-PYRROLO[1,2-C]OXAZOL-3-ONE(160424-29-3)

Safety Data

• Hazardous Substances Data: 160424-29-3(Hazardous Substances Data)

Usage

General Description

1,1-Diphenyl-tetrahydro-pyrrolo[1,2-c]oxazol-3-one is a chemical compound with a unique and complex molecular structure. It belongs to the class of heterocyclic compounds and contains a pyrrolo[1,2-c]oxazole ring system. 1,1-DIPHENYL-TETRAHYDRO-PYRROLO[1,2-C]OXAZOL-3-ONE has potential pharmaceutical applications due to its diverse biological activities, including anti-cancer, anti-inflammatory, and anti-microbial properties. Its structural features and functional groups make it of interest in the development of new drugs and therapies. However, further research and studies are necessary to fully understand and harness the potential of 1,1-Diphenyl-tetrahydro-pyrrolo[1,2-c]oxazol-3-one in the field of medicinal chemistry and pharmaceuticals.

InChI:InChI=1/C18H17NO2/c20-17-19-13-7-12-16(19)18(21-17,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16H,7,12-13H2

Upstream product

• 22348-32-9 (S)-diphenylprolinol 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 124-38-9 carbon dioxide 
• 108-86-1 bromobenzene 
• 77581-28-3 (S)-proline-N-ethyl carbamate methyl ester 
• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 137496-68-5 2-[hydroxy(diphenyl)methyl]pyrrolidine-1-carboxylic acid tert-butyl ester 
• 100-58-3 phenylmagnesium bromide 
• 352535-68-3 methyl (S)-(-)-2-(hydroxy(diphenyl)methyl)-1-pyrrolidine carboxylate 
• 152326-82-4 ethyl (S)-(-)-2--1-pyrrolidinecarboxylate 
• 113557-12-3 benzyl (S)-(-)-2-(hydroxy(diphenyl)methyl)-1-pyrrolidine carboxylate 

Downstream Products

• 220955-81-7 1-methyleneamino-2-(diphenylmethyl)pyrrolidine 
• 274674-23-6 (S)-2-(fluorodiphenylmethyl)pyrrolidine 
• 22348-31-8 (S)-2-(diphenylmethyl)pyrrolidine 
• 22348-32-9 (S)-diphenylprolinol 

Relevant articles and documents

Carbon dioxide as a carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas: Scope and limitations

Carbon dioxide can be used as a convenient carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas. The transient carbamate anion generated by treating a primary or secondary amine group in basic media can be activated with phosphorylating agents such as Diphenylphosphoryl azide (DPPA) and Diphenyl chlorophosphate (DPPCl) but also with other types of electrophiles such as SOCl2, TsCl, or AcCl. The intramolecular trapping of the activated carbamate by a hydroxyl group leads to the formation of 2-oxazolidinones or 2-oxazinones in good to excellent yields. This methodology was successfully applied to the synthesis of cyclic ureas up to 7-membered rings from the corresponding diamines.

Organocatalytic enantioselective synthesis of nitrogen-substituted dihydropyran-2-ones, a key synthetic intermediate of 1β-methylcarbapenems

Organocatalytic enantioselective cycloadditions providing nitrogen-substituted dihydropyran-2-ones were developed in two catalytic systems. The (3R,4R)-product was a versatile intermediate in the synthesis of 1β-methylcarbapenem antibiotics.

Fluorinated chiral secondary amines as catalysts for epoxidation of olefins with oxone

(Chemical Equation Presented) We have synthesized a series of chiral cyclic secondary amines having different substitution patterns and have screened them as catalysts for the asymmetric epoxidation of olefins using Oxone. The highest enantiomeric excess (61%) occurred for the epoxidation of 1-phenylcyclohexene catalyzed by a secondary amine bearing a fluorine atom at the β-position relative to the amino center. Our experimental results provide further support to the notion that the amine plays a dual role - as a phase transfer catalyst and an Oxone activator - in these epoxidation reactions. The slightly acidic reaction conditions we employed in this work obviate the need to preform ammonium salts, which are the actual catalysts that mediate the epoxidations.