257927-02-9

Basic information

• Product Name: 2-methyl-4,5-(3-O-acetyl-4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline
• Synonyms: 2-methyl-4,5-(3-O-acetyl-4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline
• CAS NO: 257927-02-9
• Molecular Weight: 333.341
• Mol File: 257927-02-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-methyl-4,5-(3-O-acetyl-4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-4,5-(3-O-acetyl-4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline(257927-02-9)
• EPA Substance Registry System: 2-methyl-4,5-(3-O-acetyl-4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline(257927-02-9)

Safety Data

• Hazardous Substances Data: 257927-02-9(Hazardous Substances Data)

Upstream product

• 1078691-95-8 (+)-D-glucosamine hydrochloride 
• 28297-52-1 2-acetamido-4,6-O-benzylidene-2-deoxy-D-glucopyranose 
• 100-52-7 benzaldehyde 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 1053223-31-6 acetyl 2-acetamido-3-O-acetyl-4,6-O-benzylidene-D-glucopyranoside 

Downstream Products

• 1053223-33-8 2-acetamido-3-O-acetyl-1,5-anhydro-4,6-O-benzylidene-2-deoxy-1-β-deuterio-D-glucitol 
• 1053223-32-7 2-acetamido-3-O-acetyl-1,5-anhydro-4,6-O-benzylidene-2-deoxy-D-glucitol 
• 1053223-34-9 2-methyl-4,5-(3-O-(trans-3-phenylacryloyl)-4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)[2,1-d]-2-oxazoline 
• 124098-05-1 2-methyl-(4,6-O-benzylidene-1,2-dideoxy-α-D-glucopyrano)<2,1-d>-Δ²-oxazoline 

Relevant articles and documents

Facile preparation of a highly functionalized tetrahydropyran by catalytic hydrogenation of an oxazoline

(Chemical Equation Presented) 2-Amino-1,5-anhydro-2-deoxy-D-glucitol, a highly functionalized tetrahydropyran, is a versatile building unit in many natural products. A facile route to this type of synthetic building unit from the corresponding 2-aminopyra

Palladium-catalyzed asymmetric allylic substitution reactions using new chiral phosphinite-oxazoline ligands derived from D-glucosamine

Novel 2-alkyl- or 2-aryl-4,5-(4,6-O-benzylidene-3-O-(diphenylphosphino)- 1,2-dideoxy-α-D-glucopyrano)-[2,1-d]-2-oxazolines (5a-f) have been prepared from D-glucosamine hydrochloride. They work effectively as chiral ligands and provide a high level of enantiomeric excess in palladium-catalyzed allylic alkylation and amination reactions. The allylic alkylation of 1,3-diphenyl-3- acetoxyprop-1-ene with dimethyl malonate proceeds smoothly in the presence of 0.25 mol % [Pd(η3C3H5)Cl]2 and the chiral ligand 5a having the smallest substituent on oxazoline at 0 °C within 6 h to furnish the highest enantiomeric excess (96% ee). The ligand 5a is also effective for the Pd- catalyzed amination of ethyl 1,3-diphenylprop-2-enyl carbonate, leading to the corresponding allylic amine in 94% ee. The full scope and limitations using ligands 5a-f in the allylic substitution reactions are described.