58341-59-6

Basic information

• Product Name: methyl 2,6-di-O-benzyl-3-O-allyl-α-D-glucopyranoside
• Synonyms: methyl 2,6-di-O-benzyl-3-O-allyl-α-D-glucopyranoside
• CAS NO: 58341-59-6
• Molecular Weight: 414.499
• Mol File: 58341-59-6.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: methyl 2,6-di-O-benzyl-3-O-allyl-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2,6-di-O-benzyl-3-O-allyl-α-D-glucopyranoside(58341-59-6)
• EPA Substance Registry System: methyl 2,6-di-O-benzyl-3-O-allyl-α-D-glucopyranoside(58341-59-6)

Safety Data

• Hazardous Substances Data: 58341-59-6(Hazardous Substances Data)

Upstream product

• 3162-96-7 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside 
• 77449-14-0 (3aR,4S,5aR,8R,9aR,9bS)-2,2-Dibutyl-4-methoxy-8-phenyl-hexahydro-1,3,5,7,9-pentaoxa-2-stanna-cyclopenta[a]naphthalene 
• 76375-66-1 methyl 2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 100-39-0 benzyl bromide 
• 58341-66-5 methyl 2,6-di-O-benzyl-α-D-glucopyranoside 
• 106-95-6 allyl bromide 
• 203717-51-5 methyl 2-O-benzyl-3-O-allyl-4,6-O-benzylidene-α-D-glucopyranoside 

Downstream Products

• 203717-61-7 C₅₅H₅₂O₁₅ 
• 58341-66-5 methyl 2,6-di-O-benzyl-α-D-glucopyranoside 
• 211630-33-0 methyl 3,4-di-O-allyl-2,6-di-O-benzyl-α-D-glucopyranoside 
• 203717-60-6 C₅₈H₅₆O₁₅ 

Relevant articles and documents

Regioselective reductive ring opening of benzylidene acetals using triethylsilane and iodine

Novel reaction conditions have been developed for the regioselective reductive ring opening of benzylidene acetals in carbohydrate derivatives using triethylsilane and molecular iodine. The reaction is fast, compatible with most of the functional groups e

Synthesis of 1-O-[(3S,4R)-3-hydroxytetrahydrofuran-4-yl]-α-D- glucopyranoside 3,4,3'-triphosphate as a novel potent IP3 receptor ligand

1-O-[(3S,4R)-3-Hydroxytetrahydrofuran-4-yl]-α-D-glucopyranoside 3,4,3'- triphosphate (5) was designed and synthesized as a novel IP3 receptor ligand. This compound bound strongly to IP3 receptor from porcine cerebella with an affinity comparable to that of IP3.

Synthesis, NMR spectroscopy and conformational studies of the four anomeric methyl glycosides of the trisaccharide D-Glcp-(1→3)-[D-Glcp-(1→4)]-α-D-Glcp

The four anomeric methyl glycosides of the vicinally disubstituted trisaccharide D-Glcp-(1→3)-[D-Glcp-(1→4)]-α-D-Glcp have been synthesized using silver trifluoromethanesulfonate mediated glycosylations. The 1H and 13C NMR resonances have been assigned and used for extraction of glycosylation shifts, i.e. the differences between chemical shifts for signals from the trisaccharides and those of the respective monomers, as well as those derived by addition of the glycosylation shifts for each disaccharide element. Glycosylation shifts are up to 0.5 ppm for proton and 10 ppm for carbon. Deviations from additivity are -0.2-0.1 ppm for proton and -4.5-2.3 ppm for carbon, usually confined to the atoms at the linkage positions. The conformational space spanned for the trisaccharides, and the constituent disaccharides, has been investigated by Metropolis Monte Carlo simulations using the HSEA force field. The α-linked glucosyl groups show larger conformational changes with multiple energy minima, whereas the β-linked glucosyl groups have a single energy minimum, close to that identified for the constituent disaccharide.