127563-77-3

Upstream product

• 53685-11-3 methyl 2,6-di-O-benzyl-β-D-galactopyranoside 
• 64-19-7 acetic acid 
• 78-39-7 Triethyl orthoacetate 
• 100-39-0 benzyl bromide 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 
• 216577-82-1 methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-trifluoromethanesulfonyl-β-D-galactopyranoside 
• 51842-27-4 methyl β-D-glucopyranoside 2,6-dibenzyl ether 
• 1356382-86-9 C₂₄H₂₇F₃O₉S 
• 1445-45-0 Trimethyl orthoacetate 
• 886206-70-8 methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside 
• 886206-69-5 methyl 3-O-acetyl-2,6-di-O-benzyl-β-D-glucopyranoside 
• 102854-31-9 Methyl-2,6-di-O-benzyl-3,4-O-(1-ethoxyethyliden)-β-D-galactopyranosid 
• 102854-30-8 methyl 2,6-di-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranoside 

Downstream Products

• 102854-35-3 Methyl-2,6-di-O-benzyl-3-O-β-D-galactopyranosyl-β-D-galactopyranosid 
• 754224-79-8 methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-phenoxythiocarbonyl-β-D-galactopyranoside 
• 53685-11-3 methyl 2,6-di-O-benzyl-β-D-galactopyranoside 
• 117480-17-8 Methyl 3-O-benzoyl-2,6-di-O-benzyl-β-D-galactopyranoside 
• 7115-19-7 methyl β-D-galactopyranosyl-<1->3>-β-D-galactopyranoside 
• 754224-21-0 methyl 4-O-acetyl-2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside 
• 108672-20-4 methyl 2,6-di-O-benzyl-3-deoxy-β-D-xylo-hexopyranoside 
• 216577-82-1 methyl 4-O-acetyl-2,6-di-O-benzyl-3-O-trifluoromethanesulfonyl-β-D-galactopyranoside 
• 151992-87-9 methyl 4-O-acetyl-2,6-di-O-bennzyl-3-O-(tert-butyl 2-O-benzoyl-3-O-benzyl-4-O-p-methoxybenzyl-β-D-glucopyranosyluronate)-β-D-galactopyranoside 

Relevant academic research and scientific papers

A green and convenient method for regioselective mono and multiple benzoylation of diols and polyols

An efficient method for regioselective benzoylation of diols and polyols was developed. The benzoylation is catalyzed by only 0.2 equiv of benzoate anion in acetonitrile with the addition of a stoichiometric amount of benzoic anhydride under very mild condition, leading to high yields. Compared with all other methods, this method shows particular advantage in regioselective multiple benzoylation of polyols, and in avoiding the use of any metal-based catalysts and any amine bases, which is more environment-friendly.

Control of the ambident reactivity of the nitrite ion

In previous studies, it was reported that a neighbouring equatorial ester group is essential for a good yield of nitrite-mediated triflate inversion, whereas with neighbouring benzyl ether groups or axial ester groups, mixtures are generally produced. In

Stereoelectronic control in regioselective carbohydrate protection

Organotin-mediated regioselective protection has been extensively used in organic synthesis for many years. However, the mechanistic origin of the resulting regioselectivity is still not clear. By the comparison of the steric and stereoelectronic effects

Organosilicon-mediated regioselective acetylation of carbohydrates

Organosilicon-mediated, regioselective acetylation of vicinal- and 1,3-diols is presented. Methyl trimethoxysilane or dimethyl dimethoxysilane was first used to form cyclic 1,3,2-dioxasilolane or 1,3,2-dioxasilinane intermediates, and subsequent acetate-c

Stereospecific ester activation in nitrite-mediated carbohydrate epimerization

The Lattrell-Dax method of nitrite-mediated substitution of carbohydrate triflates is an efficient method to generate structures of inverse configuration. In the present study, epimerization of gluco- and galactopyranoside derivatives to the corresponding

An investigation into the synthesis of some molecules related to methyl acarviosin

Methyl acarviosin is an impressive inhibitor of some glycoside hydrolases that process substrates containing α-D-glucosidic linkages. In an attempt to provide putative inhibitors for enzymes that process β-D-glucosidic linkages, we report an improved synthesis of a hydroxylated 'methyl β-acarviosin' and our efforts towards various deoxygenated versions of methyl β-acarviosin. As well, the synthesis of a 1,3-linked variant of methyl β-acarviosin is reported, together with an unsuccessful 'tether' approach to construct the crucial nitrogen linkage in the acarviosins.

A simple one-pot method for the synthesis of partially protected mono- and disaccharide building blocks using an orthoesterification-benzylation-orthoester rearrangement approach

A simple one-pot method is reported for making partially protected glycosyl acceptors from O-methyl or S-alkyl/aryl glycosides of D-glucose, D-galactose, D-arabinose, L-rhamnose, L-fucose and lactose via orthoester formation, benzylation and selective hydrolysis.

Preparation of L-lyxo-hexos-5-ulose through C-3 epimerization of bis-glycopyranosides of L-arabino-hexos-5-ulose 1

The unreported title compound and its 2,6-di-O-benzyl derivative have been prepared from methyl β-D-galactopyranoside through a sequence involving the bisglycoside methyl 2,6-di-O-benzyl-5-C-methoxy-β-D-galactopyranoside 8, the precursor of L-arabino-hexo

ENTWICKLUNG EINES SYNTHESEBLOCKS DER 3-O-β-D-GALACTOPYRANOSYL-D-GALACTOPYRANOSE

In the presence of trimethylsilyl triflate, 1,2,3,4,6-penta-O-acetyl-β-D-galactopyranose reacted with benzyl 4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranoside to give benzyl 2,6-di-O-benzyl-3-O-β-D-galactopyranosyl-β-D-galactopyranoside further converted i