13035-23-9

Upstream product

• 3162-96-7 methyl 4,6-O-benzylidene-α-D-glucopyranoside 
• 106-95-6 allyl bromide 
• 3958-60-9 2-nitrophenylmethyl bromide 

Downstream Products

• 96520-10-4 (4aR,6S,7R,8S,8aR)-6-Methoxy-2-phenyl-7,8-dipropoxy-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 146195-54-2 methyl 4,6-di-O-p-bromobenzyl-α-D-glucopyranoside 
• 146195-53-1 methyl 2,3-di-O-allyl-4,6-di-O-p-bromobenzyl-α-D-glucopyranoside 
• 146195-55-3 methyl 4,6-di-O-p-bromobenzyl-2-O-p-tolylsulfonyl-α-D-glucopyranoside 
• 146195-57-5 methyl 2,3-anhydro-4,6-di-O-p-bromobenzyl-α-D-mannopyranoside 
• 202271-49-6 2-{2-[2-(2-{2-[2-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-ethanol 
• 202271-51-0 (1R,21S,23R,24S,25R)-24,25-Bis-allyloxy-23-benzyloxymethyl-2,5,8,11,14,17,20,22-octaoxa-bicyclo[19.2.2]pentacosane 
• 202271-47-4 Methyl-2,3-di-O-allyl-6-O-benzyl-4-O-[2-(2-chloroethoxy)ethyl]-α-D-glucopyranosid 
• 873292-76-3 (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-[4-(1-methyl-siletan-1-yl)-phenyl]-hexahydro-pyrano[3,2-d][1,3]dioxine 
• 58341-69-8 methyl 2,3-di-O-allyl-6-O-benzyl-α-D-glucopyranoside 

Relevant academic research and scientific papers

Synthesis, crystalline structure, conformational analysis, and azidolysis of methyl 2,3-anhydro-α-D-manno- and -allo-pyranoside p-bromobenzyl ethers

Methyl 2,3-anhydro-4,6-di-O-p-bromobenzyl-α-D-allopyranoside (6) was synthesized from methyl 4,6-O-benzylidene-α-D-glucopyranoside (1) via the intermediate methyl 4,6-di-O-p-bromobenzyl-2,3-di-O-p-tolylsulfonyl-α-D-glucopyranoside.Treatment of 6 with sodi

p-siletanylbenzylidene acetal: Oxidizable Protecting group for diols

Hydrogen peroxide oxidation of benzylidene acetals (and derivative benzyl ethers) that incorporate a siletane ring at the para position creates a deprotection pathway without affecting other important chemical properties of the benzylidene acetal, such as

Synthesis, Photochemistry and Enzymology of 2-O-(2-Nitrobenzyl)-D-glucose, a Photolabile Derivative of D-Glucose

Alkylation of the dibutylstannylene derivative of methyl 4,6-O-benzylidene-α-D-glucopyranose 2a with 2-nitrobenzyl bromide gave a mixture of 2-O- and 3-O-(2-nitrobenzyl) derivatives 3b and 4 b in the ratio ca.3:1.Chromatographic separation and removal of the protecting groups gave the title compound 1.Regiospecific synthesis by 2-nitrobenzylation of the monoalcohol 8a was examined but could not be achieved efficiently.Compound 1 was neither a substrate for nor an inhibitor of coupled hexokinase/glucose-6-phosphate dehydrogenase enzyme system.On photolysis, it was converted into free glucose with 1:1 stoichiometry.