108782-57-6

Basic information

• Product Name: 3-amino-1,6-anhydro-4-O-benzoyl-3-deoxy-β-D-gulopyranose 2O,3N-trichloroacetimidate
• CAS NO: 108782-57-6
• Molecular Weight: 392.623
• Mol File: 108782-57-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-amino-1,6-anhydro-4-O-benzoyl-3-deoxy-β-D-gulopyranose 2O,3N-trichloroacetimidate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-1,6-anhydro-4-O-benzoyl-3-deoxy-β-D-gulopyranose 2O,3N-trichloroacetimidate(108782-57-6)
• EPA Substance Registry System: 3-amino-1,6-anhydro-4-O-benzoyl-3-deoxy-β-D-gulopyranose 2O,3N-trichloroacetimidate(108782-57-6)

Safety Data

• Hazardous Substances Data: 108782-57-6(Hazardous Substances Data)

Upstream product

• 108782-55-4 1,6-anhydro-3,4-O-benzylidene-2-O-trichloroacetimidoyl-β-D-galactopyranose 

Downstream Products

• 108782-62-3 3-amino-1,6-anhydro-4-O-benzoyl-3-deoxy-β-D-gulopyranose 
• 108782-60-1 1,6-anhydro-4-O-benzoyl-3-deoxy-3-chloroacetamido-β-D-gulopyranose 
• 108782-65-6 3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose 2-O,3-N-trichloroacetimidate 
• 108782-66-7 3-amino-1,6-anhydro-3-deoxy-β-D-gulopyranose hydrochloride 
• 108782-68-9 3-amino-1,6-anhydro-4-O-benzoyl-3-deoxy-2-O-trichloroacetyl-β-D-gulopyranose salt with trifluoroacetic acid 
• 108782-64-5 1,6-anhydro-3-benzamido-2,4-O-dibenzoyl-3-deoxy-β-D-gulopyranose 

Relevant articles and documents

Dioxolanylium Ions Derived from Carbohydrates. X. Nucleophilic trans Opening with the Trichloroacetimidoyl Neighbouring Group

Oxidation of 3,4-O-benzylidene-galactosan substituted with trichloroacetimidoyl group at O-2 gives a 3,4-fused 1,3-dioxolanylium ion which rearranges to a 2,3-fused 1,3-oxazoline of the gulo configuration, thus bringing about substitution with a nitrogen nucleophile at C-3.Hydrolysis of the resulting relatively stable cyclic trichloroacetimidate under different conditions is shown to give access to a number of selectively protected aminosugar derivatives as well as the free and peracylated compounds.