25163-98-8

Basic information

• Product Name: 4-ISOBUTYL-2-PHENYL-2-OXAZOLINE-5-ONE
• Synonyms: 4-ISOBUTYL-2-PHENYL-2-OXAZOLINE-5-ONE;4-ISOBUTYL-2-PHENYL-4H-OXAZOL-5-ONE;5(4H)-Oxazolone, 4-(2-methylpropyl)-2-phenyl-;4-Isobutyl-2-phenyloxazol-5(4H)-one
• CAS NO: 25163-98-8
• Molecular Formula: C₁₃H₁₅NO₂
• Molecular Weight: 217.26
• Mol File: 25163-98-8.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 299°C at 760 mmHg
• Flash Point: 122°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.00123mmHg at 25°C
• Refractive Index: 1.563
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-ISOBUTYL-2-PHENYL-2-OXAZOLINE-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-ISOBUTYL-2-PHENYL-2-OXAZOLINE-5-ONE(25163-98-8)
• EPA Substance Registry System: 4-ISOBUTYL-2-PHENYL-2-OXAZOLINE-5-ONE(25163-98-8)

Safety Data

• Hazardous Substances Data: 25163-98-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 792, 1973 DOI: 10.1055/s-1973-22306

InChI:InChI=1/C13H15NO2/c1-9(2)8-11-13(15)16-12(14-11)10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3

Upstream product

• 1466-83-7 N-benzoyl-L-leucine 
• 108-24-7 acetic anhydride 
• 132353-23-2 2-(benzyloxy)-4,6-dimethoxy-1,3,5-triazin 
• 65-85-0 benzoic acid 
• 107-18-6 allyl alcohol 
• 25163-98-8 4-isobutyl-2-phenyloxazol-5(4H)-one 
• 1466-83-7 N-benzoyl-DL-leucine 
• 98-88-4 benzoyl chloride 
• 328-39-2 LEUCINE 

Downstream Products

• 60050-41-1 (4-isobutyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acetic acid ethyl ester 
• 17350-65-1 (S)-N-(1-hydrazinyl-4-methyl-1-oxopentan-2-yl)benzamide 
• 3005-60-5 N-benzoyl-L-leucine methyl ester 
• 182176-17-6 rac-4-(iodomethyl)-4-(2-methylpropyl)-2-phenyloxazol-5(4H)-one 
• 172095-29-3 (rac)-(4-isobutyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-acetic acid tert.-butyl ester 
• 74761-80-1 4-((E)-2-Benzenesulfonyl-vinyl)-4-isobutyl-2-phenyl-4H-oxazol-5-one 
• 71578-47-7 Bz-Leu-Lys(Z)-OMe 
• 71578-43-3 (S)-2-((R)-2-Benzoylamino-4-methyl-pentanoylamino)-6-benzyloxycarbonylamino-hexanoic acid methyl ester 
• 118459-71-5 Bz-L-Leu-L-Leu-OCH₃ 
• 80630-67-7 Bz-L-Leu-L-Phe-OCH₃ 
• 80630-66-6 Bz-D-Leu-L-Phe-OCH₃ 

Relevant articles and documents

Asymmetric construction of dihydrobenzofuran-2,5-dione derivatives via desymmetrization of p-quinols with azlactones

The desymmetrization of p-quinols through a chiral bisguanidinium hemisalt catalyzed enantioselective Michael addition/lactonization cascade reaction with azlactones was reported. 3-Amino-benzofuran-2,5-diones containing a chiral amino acid residue were achieved with up to 99% ee and >19?:?1 dr. An exploration of the structure of the catalyst bisguanidinium was undertaken, revealing a bifunctional catalytic model.

Group-Assisted Purification Chemistry for Asymmetric Mannich-type Reaction of Chiral N-Phosphonyl Imines with Azlactones Leading to Syntheses of α-Quaternary α,β-Diamino Acid Derivatives ?

An asymmetric Mannich-type reaction between chiral N-phosphonyl imines and azlactones [oxazol-5(4H)-ones] has been established under convenient conditions at room temperature. The reaction was performed without using any bases, additives, or catalysts to achieve up to excellent chemical yields and diastereoselectivity for 32 examples. The α-quaternary syn-α,β-diamino acid products were purified simply by washing the crude mixtures with cosolvents, following the group-assisted purification chemistry/technology, without involving traditional chromatography or recrystallization methods. The auxiliary can be readily removed and recycled for reuse. The absolute configuration was unambiguously assigned by X-ray structural analysis.

Polyfluoroarylation of oxazolones: Access to non-natural fluorinated amino acids

Herein, conditions are provided for the formation and use of the oxazolone enolate for the nucleophilic substitution of highly fluorinated (hetero)arenes, which after unmasking yield highly fluorinated non-natural amino acids and derivatives. In addition, the properties and chemical behavior of this new class of amino acids are explored. The utility is demonstrated in the one pot synthesis of medicinally relevant 2-aminohydantoins.