220645-16-9

Upstream product

• 100-52-7 benzaldehyde 
• 220645-79-4 p-methylphenyl 2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 1194397-60-8 4-methylphenyl-3-O-acetyl-4,6-O-benzylidene-2-deoxyl-2-phthalimido-1-thio-β-D-glucopyranoside 
• 1363157-91-8 p-methylphenyl 3-O-(2-O-benzoyl-4,6-di-O-benzyl-3-O-tert-butyldimethylsilyl-β-D-galactopyranosyl)-4,6-O-benzylidene-2-deoxy-2-phthalimido-1-deoxy-1-thio-β-D-glucopyranoside 
• 959862-94-3 p-tolyl 6-O-benzyl-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside 
• 1459246-74-2 p-tolyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl-(1→4)-6-O-benzyl-2-deoxy-2-phthalimido-1-thiol-β-D-glucopyranoside 
• 1447700-77-7 2,2,2-trichloroethyl (2S,3R,4R,5S,6R)-5-(benzyloxy)-6-(hydroxymethyl)-4-(4-methoxybenzyloxy)-2-(p-tolylthio)tetrahydro-2H-pyran-3-ylcarbamate 
• 1447701-17-8 C₃₃H₃₆Cl₃NO₈S 
• 1316758-66-3 C₃₁H₃₁NO₈S 
• 1316758-48-1 C₃₀H₂₈ClNO₇S 
• 1316758-47-0 C₃₃H₃₃NO₉S 
• 1347109-79-8 4-tolyl 4,6-O-benzylidine-3-O-chloroacetyl-2-deoxy-2-phthalimido-1-thio-β-D-glucopyranoside 
• 852570-14-0 3-(benzyloxycarbonylamino)propyl 3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 852570-13-9 3-(benzyloxycarbonylamino)propyl 3-O-benzyl-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 807361-23-5 p-tolyl 3,6-di-O-benzyl-2-deoxy-2-N-phthalimido-1-thio-β-D-glucopyranoside 
• 502692-44-6 p-tolyl 3,6-di-O-benzyl-2-deoxy-1-thio-2-(2,2,2-trichloroethoxy)carbamoylamino-β-D-glucopyranoside 

Relevant academic research and scientific papers

Phosphotungstic acid as a novel acidic catalyst for carbohydrate protection and glycosylation

This work demonstrates the utilization of phosphotungstic acid (PTA) as a novel acidic catalyst for carbohydrate reactions, such as per-O-acetylation, regioselective O-4,6 benzylidene acetal formation, regioselective O-4 ring-opening, and glycosylation. These reactions are basic and salient during the synthesis of carbohydrate-based bioactive oligomers. Phosphotungstic acid's high acidity and eco-friendly character make it a tempting alternative to corrosive homogeneous acids. The various homogenous acid catalysts were replaced by the phosphotungstic acid solely for different carbohydrate reactions. It can be widely used as a catalyst for organic reactions as it is thermally stable and easy to handle. In our work, the reactions are operated smoothly under ambient conditions; the temperature varies from 0 °C to room temperature. Good to excellent yields were obtained in all four kinds of reactions.

One-Pot Protection Strategy of Glucosamine to Assemble Building Blocks of Chitosan and Lipid A

This investigation describes a one-pot reaction to prepare a series of building blocks for glycosylation reactions, such as 3-alcohol glucosamines, fully protected glucosamines, O-4 and O-6 alcohol glucosamines. These reactions readily produce not only gl

Synthetic heparin pentasaccharides

Preparation and use of synthetic monosaccharides, disaccharides, trisaccharides, tetrasaccharides and pentasaccharides useful for the preparation of synthetic heparinoids.

Synthesis of a monophosphoryl lipid A derivative and its conjugation to a modified form of a tumor-associated carbohydrate antigen GM3

An efficient synthesis of a derivative of monophosphoryl lipid A suitable for coupling to various structures for the construction of glycoconjugate vaccines and its conjugation with an N-modified form of the tumor-associated antigen GM3 is presented.

Efficient formation and cleavage of benzylidene acetals by sodium hydrogen sulfate supported on silica gel

NaHSO4SiO2 was used as an efficient heterogeneous catalyst for both the formation and the cleavage of benzylidene acetals. This catalyst is compatible with many functional or protective groups. Under different solvent systems, either the formation or the cleavage of benzylidene acetals was carried out smoothly in excellent yields and with good chemoselectivity. Georg Thieme Verlag Stuttgart.

Stripping off water at ambient temperature: Direct atom-efficient acetal formation between aldehydes and diols catalyzed by water-tolerant and recoverable vanadyl triflate

(Chemical Equation Presented) Aromatic aldehydes can be readily protected as acetals with 1,2- and 1,3-diols by using vanadyl triflate as a catalyst in CH3CN at ambient temperature. Carbohydrate-based 1,2- and 1,3-diols can similarly be protected in good to excellent yields. The catalyst can be readily recovered from the aqueous layer. In combination with vanadyl triflate-catalyzed sequential regioselective, reductive acetal opening and chemoselective acylations, the title method allows for differential functionalization of all four hydroxyl units in a given glucopyranoside.

Programmable one-pot oligosaccharide synthesis

In an effort to develop a broadly applicable approach to the facile one- pot synthesis of oligosaccharides, the reactivity of a number of p- methylphenyl thioglycoside (STol) donors which are either fully protected or have one hydroxyl group exposed has b