82079-47-8

Basic information

• Product Name: 2-TERT-BUTYL-3-(4-METHOXYPHENYL)-1,2-OXAZIRIDINE
• Synonyms: 2-TERT-BUTYL-3-(4-METHOXYPHENYL)-1,2-OXAZIRIDINE
• CAS NO: 82079-47-8
• Molecular Formula: C₁₂H₁₇NO₂
• Molecular Weight: 207.27
• Mol File: 82079-47-8.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-TERT-BUTYL-3-(4-METHOXYPHENYL)-1,2-OXAZIRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TERT-BUTYL-3-(4-METHOXYPHENYL)-1,2-OXAZIRIDINE(82079-47-8)
• EPA Substance Registry System: 2-TERT-BUTYL-3-(4-METHOXYPHENYL)-1,2-OXAZIRIDINE(82079-47-8)

Safety Data

• Hazardous Substances Data: 82079-47-8(Hazardous Substances Data)

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 75-64-9 tert-butylamine 
• 15875-74-8 N-(4-methoxybenzylidene)-2-methylpropan-2-amine 
• 15875-74-8 (E)-tert-butyl[(4-methoxyphenyl)methylidene]amine 

Downstream Products

• 1035327-97-9 2-tert-butyl-3-(4-methoxy-phenyl)-5-phenyl-isoxazoline 
• 1253786-22-9 2-tert-butyl-1-(4-methoxyphenyl)-1,2-dihydronaphtho[1,2-d]isoxazole 
• 1253786-19-4 2-tert-butyl-3-(4-methoxyphenyl)-5,6-dimethyl-2,3-dihydrobenzo[d]isoxazole 
• 1253786-06-9 2-tert-butyl-3-(4-methoxyphenyl)-2,3-dihydrobenzo[d]isoxazole 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 15875-74-8 N-(4-methoxybenzylidene)-2-methylpropan-2-amine 
• 40117-28-0 N-(4-methoxy)benzylidene-t-butylamine N-oxide 
• 123-11-5 4-methoxy-benzaldehyde 
• 19486-73-8 N-tert-butyl-4-methoxybenzamide 

Relevant articles and documents

Weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis

The selective rearrangement of oxaziridines to amidesviaa single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amidesviavisible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments and density functional theory (DFT) calculations are performed to gain insight into the reactivity and selectivity.

Enantio-and diastereoselective oxidation of N-alkylimines using chiral-bromonitriles and hydrogen peroxide system

Chiral-bromonitriles were prepared with good chemical and optical yields starting from natural-amino acids by dehydrating the corresponding α-bromoamides with thionyl chloride. The combined system-bromonitriles/ hydrogen peroxide was examined for the enantio-and diastereoselective oxidation of N-alkylimines in basic media at room temperature. The oxidation of N-tertiobutylarylimines leads to optically active oxaziridines with moderate enantiomeric excess. However, the oxidation of (S)-1-phenylethylarylimines affords the corresponding oxaziridines with good diasteromeric excess up to 97/3 as proved by gaseous-phase chromatography.

Synthesis of stable isoxazolines by [3+2] cycloaddition of oxaziridines with alkynes

N-Alkyl substituted oxaziridines undergo a [3+2] cycloaddition reaction with a variety of terminal alkynes to give the product isoxazolines, whose stability appears to depend on the electronic properties of the groups on the C-3 and C-5 positions. The presence of an electron withdrawing group on C-5 and/or an electron donating group on C-3 causes isomerization of the isoxazolines to β-amino enones.