121377-26-2

Upstream product

• 117252-95-6 2-(trimethylsilyl)ethyl β-D-galactopyranoside 
• 93-97-0 benzoic acid anhydride 
• 103082-76-4 2'-trimethylsilylethanyl 2,3,4,6-tetra-O-acetyl-β-D-galactopyranoside 
• 121377-25-1 Benzoic acid (2R,3S,4S,5R,6R)-4-benzyloxy-3,5-dihydroxy-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-2-ylmethyl ester 

Downstream Products

• 121377-30-8 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-6-O-benzoyl-β-D-galactopyranoside 
• 73960-72-2 methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate 
• 151992-90-4 2-(Trimethylsilyl)ethyl O--(2->3)-6-O-benzoyl-... 
• 170452-86-5 2-(trimethylsilyl)ethyl O-(methyl 5-acetoxyacetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-6-O-benzoyl-β-D-galactopyranoside 
• 207910-43-8 2-(Trimethylsilyl)ethyl 6-O-benzoyl-3-O-[methyl 4,7,8,9-tetra-O-acetyl-5-(N-acetylacetamido)-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosylonate]-β-D-galactopyranoside 
• 170452-89-8 methyl O-(methyl 5-acetoxyacetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside 
• 170452-88-7 O-(methyl 5-acetoxyacetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-1-O-acetyl-2,4,6-tri-O-benzoyl-β-D-galactopyranose 
• 170452-87-6 2-(trimethylsilyl)ethyl O-(methyl 5-acetoxyacetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-β-D-galactopyranoside 

Relevant academic research and scientific papers

Iodine : A versatile reagent in carbohydrate chemistry IV. Per-O-Acetylation, regioselective acylation and acetolysis

Iodine has been found to be an effective Lewis acid for promoting the per-O-acetylation of unprotected sugars. Under controlled conditions it can bring about regioselective acylation of carbohydrate derivatives. At higher concentration and with longer reaction times, iodine can effect the selective acetolysis of benzyl ether-protected primary hydroxyl groups. All of these reactions proceed in high yield, are easy to carry out and make use of readily available iodine, which is both cheap and easy to handle.

Process for producing sialic acid derivatives

The present invention provides a process for selective production of a 2-α-O-glycoside compound of sialic acid which is useful as a starting material or intermediate for medicines and biochemical reagents. The process comprises reacting an alkylthiosialic acid derivative represented by the formula [I]: STR1 wherein R represents an acyl group and R1 and R2 each represents a lower alkyl group with a compound having alcoholic hydroxyl group at a low temperature in a polar solvent having no hydroxyl group in the presence of a Lewis acid selected from the group consisting of methyl triflate, trimethylsilyl triflate and dimethyl(methylthio)sulfonium triflate. The present invention further provides novel compounds.