909725-91-3

Basic information

• Product Name: N-[(diisopropylcarbamoyl)methylene]-4-methoxyaniline N-oxide
• CAS NO: 909725-91-3
• Molecular Weight: 278.351
• Mol File: 909725-91-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-[(diisopropylcarbamoyl)methylene]-4-methoxyaniline N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(diisopropylcarbamoyl)methylene]-4-methoxyaniline N-oxide(909725-91-3)
• EPA Substance Registry System: N-[(diisopropylcarbamoyl)methylene]-4-methoxyaniline N-oxide(909725-91-3)

Safety Data

• Hazardous Substances Data: 909725-91-3(Hazardous Substances Data)

Upstream product

• 5240-53-9 N,N,N',N'-tetraisopropylfumaramide 
• 68986-66-3 N,N-diisopropylglyoxylamide 
• 68986-67-4 [2,2'-oxybis(2-hydroxy-N,N-diisopropylacetamide)] 
• 4546-20-7 p-methoxyphenylhydroxylamine 

Downstream Products

• 112741-66-9 (2S,4R)-2-[(benzyloxycarbonyl)amino]-4-(hydroxymethyl)butyric acid γ-lactone 
• 909725-95-7 (2S,4R)-4,5-dihydroxy-N,N-diisopropyl-2-[(4-methoxyphenyl)amino]pentanamide 

Relevant articles and documents

Asymmetric 1,3-dipolar cycloaddition of nitrones with an electron-withdrawing group to allylic alcohols utilizing diisopropyl tartrate as a chiral auxiliary

The asymmetric 1,3-dipolar cycloaddition of nitrones possessing an electron-withdrawing group to allylic alcohols was achieved by the use of diisopropyl (R,R)-tartrate as a chiral auxiliary to afford the corresponding isoxazolidines with high regio-, diastereo-, and enantioselectivity. In the case of nitrones possessing an electron-withdrawing cyano or t-butoxycarbonyl group, 1,3-dipolar cycloaddition to 2-propen-1-ol occurred to produce the corresponding 3,5-trans-isoxazolidines with high enantioselectivity. To the contrary, nitrones possessing an amide moiety afforded the corresponding optically active 3,5-cis-isoxazolidines with completely opposite diastereoselectivity. A catalytic asymmetric 1,3-dipolar cycloaddition of nitrones possessing the N,N-diisopropylamide moiety to allylic alcohols was achieved to afford di- or trisubstituted isoxazolidines with excellent enantioselectivity of up to over 99% ee. The present asymmetric 1,3-dipolar cycloaddition was applied to the synthesis for the (2S,4R)-4-hydroxyornithine derivative.