51173-25-2

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 43138-65-4 1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose 
• 130132-28-4 (R)-1-((3aR,5R,6S,6aR)-6-Methoxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-(2-phenyl-benzo[1,3]dithiol-2-yloxy)-ethanol 
• 186581-53-3 diazomethane 
• 98-88-4 benzoyl chloride 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 15354-69-5 5,6-anhydro-1,2-O-isopropylidene-α-D-glucofuranose 
• 582-52-5 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 

Downstream Products

• 108595-18-2 O⁵-benzyl-D-erythro-2-deoxy-pentose 
• 901786-45-6 O⁶-Benzyl-O³-methyl-D-glucose 

Relevant academic research and scientific papers

A simple, mild, and regioselective method for the benzylation of carbohydrate derivatives promoted by silver carbonate

A simple, mild, and regioselective method has been developed for the selective benzylation and p-methoxybenzylation of carbohydrate derivatives in high yields using Ag2CO3 as the promoter. Benzylation of base-labile substrates, for w

Enhanced reactivity of secondary hydroxyl groups in the O-alkylation of carbohydrate-related primary-secondary vic-glycols. Regioselective 2-O-benzylation of 1,3:2,4-di-O-ethylidene-D-glucitol

Partial O-alkylation of 1,3:2,4-di-O-ethylidene-D-glucitol (1a), 1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose (1b), and R-(+)-1-O-benzylglycerol (1c) with benzyl chloride in a KOH/DMSO system results in products of monoalkylation at the secondary (4a-c) and at the primary hydroxyl (2a-c) in ratios of over 95:5 (a), ca. 2:1 (b), and ca. 1:1 (c), whereas (+/-)propane-1,2-diol (1d) gives only the product of 1-O-benzylation (2d).A qualitatively similar result is observed upon O-alkylation of diols (1a-e) with 2-methoxyethanol tosylate.

2-PHENYL-1,3-BENZODITHIOLYLIUM TRIFLUOROMETHANESULFONATE: A REAGENT FOR THE CONVERSION OF ALCOHOLS INTO BENZYL ETHERS AND BENZOATES UNDER MILD CONDITIONS.

2-Phenyl-1,3-benzodithiolylium trifluoromethanesulfonate, easily prepared from 1,2-benzenedithiol, converts alcohols into dithioorthoesters and ultimately, benzyl ethers (Bu3SnH) and benzoates (HgO/HBF4).

SYNTHESIS OF ALLYL AND BENZYL 4-O-(3,6-DI-O-METHYL-β-D-GLUCOPYRANOSYL)-2,3-DI-O-METHYL-α-L-RHAMNOPYRANOSIDE

Condensation of 2,4-di-O-acetyl-3,6-di-O-methyl-α-D-glucopyranosyl bromide with either allyl or benzyl 2,4-di-O-methyl-α-L-rhamnopyranoside in the presence of mercuric cyanide, followed by O-deacetylation, gave the title oligosaccharides in excellent yiel