147332-52-3

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 108-24-7 acetic anhydride 
• 56245-60-4 ethyl 1-thio-β-D-galactopyranoside 
• 64-19-7 acetic acid 
• 131564-36-8 ethyl (S)-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 
• 75-36-5 acetyl chloride 

Downstream Products

• 503602-30-0 octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-32-2 octyl 2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-26-4 octyl 2,3-di-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-29-7 octyl 2,3,4-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-31-1 octyl 2,3,6-tri-O-benzyl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-49-1 octyl 2,3,4-tri-O-benzyl-6-O-diphenoxyphosphono-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-51-5 octyl 2,3,6-tri-O-benzyl-4-O-dibenzylphosphityl-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-27-5 octyl 2,3-di-O-benzyl-6-O-trityl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 503602-55-9 octyl 2,3,6-tri-O-benzyl-4-O-dibenzylphosphono-β-D-galactopyranosyl-(1->4)-2-acetamido-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranoside 
• 503602-28-6 octyl 2,3,4-tri-O-benzyl-6-O-trityl-β-D-galactopyranosyl-(1->4)-3,6-di-O-benzyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 
• 404351-12-8 ethyl 2,3-di-O-acetyl-6-O-benzyl-1-thio-β-D-galactopyranoside 
• 917082-51-0 2-(trifluoroacetylamino)ethyl 2-acetylamino-3,6-di-O-benzyl-2-deoxy-4-O-(2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-β-D-glucopyranoside 
• 1172114-32-7 4-methoxyphenyl (2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 
• 1221254-72-3 4-methoxyphenyl (2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranosyl)-(1->3)-4,6-O-benzylidene-2-deoxy-2-N-phthalimido-β-D-galactopyranoside 

Relevant academic research and scientific papers

S-Adamantyl Group Directed Site-Selective Acylation: Applications in Streamlined Assembly of Oligosaccharides

The site-selective functionalization of carbohydrates is an active area of research. Reported here is the surprising observation that the sterically encumbered adamantyl group directed site-selective acylation at the C2 position of S-glycosides through dispersion interactions between the adamantyl C?H bonds and the π system of the cationic acylated catalyst, which may have broad implications in many other chemical reactions. Because of their stability, chemical orthogonality, and ease of activation for glycosylation, the site-selective acylation of S-glycosides streamlines oligosaccharide synthesis and will have wide applications in complex carbohydrate synthesis.

One-pot acetalation-acetylation of sugar derivatives employing perchloric acid immobilised on silica

Perchloric acid immobilised on silica gel has been used as an efficient promoter for per-O-acetylation, and acetalation and subsequent O-acetylation of glycosides and thioglycosides in one-pot using stoichiometric reagents.

Efficient acetylation of carbohydrates promoted by imidazole

An efficient per-O-acetylation of carbohydrate derivatives and unprotected reducing sugars promoted by imidazole is reported. The reaction conditions have been successfully employed to acetylate carbohydrate derivatives containing acid-susceptible functional groups. In most of the cases the yields obtained were excellent. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

InCl3 as a powerful catalyst for the acetylation of carbohydrate alcohols under microwave irradiation

Indium(III) chloride catalyzed microwave assisted acetylation of different carbohydrates is an efficient synthesis of per-O-acetyl derivatives and provides the products in good to excellent yields.

An efficient and stereoselective synthesis of β-D-Arap-(1 → 2)-β-D-Galp-(1 → 3)-β-D-Galp-(1 → 4)-α-D-Manp, a tetrasaccharide fragment of Leishmania major lipophosphoglycan

A tetrasaccharide fragment of Leishmania major lipophosphoglycan (which seems to be involved in a biological mechanism for the parasite transmission) has been synthesised using the thioglycoside, trichloroacetimidate and halide-exchange glycosylation procedures and step-wise chain elongation strategy.

Regioselective C-3-O-acylation and O-methylation of 4,6-O-benzylidene-β-D-gluco- and galactopyranosides displaying a range of anomeric substituents

The regioselective C-3-O-acylation and O-methylation of a range of 4,6-O-benzylidene-β-D-gluco- and galactopyranosides has been studied. Regioselectivity is achieved by forming the copper chelate of the 2,3-diol using either sodium hydride and copper(II) chloride, or copper(II) acetylacetanoate, or copper(II) acetate, prior to introduction of the acylating or methylating agent.