494212-04-3

Basic information

• Product Name: methyl-3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-arabino-hexopyranoside
• Synonyms: methyl-3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-arabino-hexopyranoside
• CAS NO: 494212-04-3
• Molecular Weight: 514.778
• Mol File: 494212-04-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: methyl-3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-arabino-hexopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl-3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-arabino-hexopyranoside(494212-04-3)
• EPA Substance Registry System: methyl-3,4-di-O-benzyl-2-deoxy-6-O-(triisopropylsilyl)-α-D-arabino-hexopyranoside(494212-04-3)

Safety Data

• Hazardous Substances Data: 494212-04-3(Hazardous Substances Data)

Upstream product

• 61-58-5 2-deoxy-D-arabino-hexopyranose 
• 160400-66-8 methyl 2-deoxy-D-arabinopyranoside 
• 100-39-0 benzyl bromide 
• 494212-03-2 methyl 2-deoxy-6-O-(triisopropylsilyl)-α-D-arabino-hexopyranoside 

Downstream Products

• 494212-06-5 methyl (5R)-3,4-di-O-benzyl-2-deoxy-5-[3-(phenylthio)but-3-enyl]-α-D-threo-pentopyranoside 
• 494212-05-4 methyl 3,4-di-O-benzyl-2,6,7-trideoxy-α-D-arabino-hept-6-enopyranoside 
• 614752-30-6 (2S,3S,4R,6S)-3,4-Bis-benzyloxy-6-methoxy-tetrahydro-pyran-2-carbaldehyde 
• 145149-85-5 Methyl 3,4-di-O-benzyl-2-deoxy-α-D-arabino-hexopyranoside 

Relevant articles and documents

Acetal-vinyl sulfide cyclization on sugar substrates: Effect of structure and substituent

A range of 2-deoxyfuranoside and -pyranoside derivatives were fashioned into derivatives that carry a vinyl or propenyl side chain. Extension of the alkene by a Suzuki cross-coupling reaction with 1-bromo-1-(phenylthio)ethene gave thioenol ethers as the cyclization substrates. The treatment of these substrates with BF3·Et2O in tert-butylmethyl ether below 0 °C induced cyclization to optically active bicyclic ethers. If the cyclizations are carried out in toluene as the solvent, the isomerization of the terminal thioenol ether to the inner thioenol ether can take place prior to the cyclization. The cyclization reactions can be impeded by steric and electronic factors. The opening of the bicyclic ethers could be illustrated with the base-induced conversion of the ketone 53 to the cyclooctenone 54.