128993-08-8

Basic information

• Product Name: (R,S)-3-benzyloxy-5-N(benzyloxycarbonyl)aminomethyl-Δ²-isoxazoline
• CAS NO: 128993-08-8
• Molecular Weight: 340.379
• Mol File: 128993-08-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R,S)-3-benzyloxy-5-N(benzyloxycarbonyl)aminomethyl-Δ²-isoxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: (R,S)-3-benzyloxy-5-N(benzyloxycarbonyl)aminomethyl-Δ²-isoxazoline(128993-08-8)
• EPA Substance Registry System: (R,S)-3-benzyloxy-5-N(benzyloxycarbonyl)aminomethyl-Δ²-isoxazoline(128993-08-8)

Safety Data

• Hazardous Substances Data: 128993-08-8(Hazardous Substances Data)

Upstream product

• 121596-84-7 5-<(benzyloxycarbonylamino)methyl>-3-bromo-2-isoxazoline 
• 100-51-6 benzyl alcohol 
• 501-53-1 benzyl chloroformate 
• 5041-33-8 N-(Benzyloxycarbonyl)allylamine 

Downstream Products

• 72241-46-4 dihydromuscimol 

Relevant articles and documents

NITRILE OXIDES IN MEDICINAL CHEMISTRY-- 2. SYNTHESIS OF THE TWO ENANTIOMERS OF DIHYDROMUSCIMOL

The cycloaddition of bromonitrile oxide to monosubstituted olefins has a high regioselectivity yielding 3-bomo-5-substituted isoxazolines contaminated by minor amounts (4-9percent) of the 4-substituted isomer.The adducts of bromonitrile oxide to allyl alcohol and N-protected allylamine were employed as key intermediates in the preparation of racemic dihydromuscimol (DHM).The synthesis of (R)-(-)- and (S)-(+)-DHM was accomplished by using the two diastereomers obtained by the cycloaddition of bromonitrile oxide to (S)-(+)-isopropylidene-3-buten-1,2-diol.The enantiomeric excess of R)-(-)- and (S)-(+)-DHM, determined by capillary GLC on the appropriate precursors, were 98.8 and >99.0 percent.A spectroscopic survey of the tautomerism of 3-hydroxyisoxazolines indicates the predominant or exclusive occurence of the NH form.