191280-97-4

Basic information

• Product Name: N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide
• CAS NO: 191280-97-4
• Molecular Weight: 485.534
• Mol File: 191280-97-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide(191280-97-4)
• EPA Substance Registry System: N-(2,3:5,6-di-O-isopropylidene-α-D-mannofuranosyl)[2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide(191280-97-4)

Safety Data

• Hazardous Substances Data: 191280-97-4(Hazardous Substances Data)

Upstream product

• 35023-80-4 2,3:5,6-di-O-isopropylidene-D-mannose oxime 
• 52085-14-0 4-benzoxy-salicylaldehyde 

Downstream Products

• 182823-42-3 N-((S)-6-Benzyloxy-2,3-dihydro-benzofuran-3-yl)-N-[(3aS,6R,6aS)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-hydroxylamine 
• 162750-07-4 (S)-N-(6-benzyloxy-2,3-dihydrobenzofuran-3-yl)hydroxylamine 
• 320350-81-0 6-benzyloxy-benzofuran 

Relevant articles and documents

Enantioselective synthesis of a 5-LO inhibiting hydroxyurea. Construction of the dihydro-benzofuran by tandem nucleophilic addition and intramolecular cyclization

An enantioselective synthesis of a 5-LO inhibiting chiral hydroxyurea is described based on the nucleophilic addition of dimethylsulfoxonium ylide to a nitrone bearing a mannose-derived chiral auxiliary. The dihydrobenzofuran skeleton is then constructed by a spontaneous cyclization of the initial adduct, thus completing a tandem nucleophilic addition-cyclization protocol.