33289-64-4

Upstream product

• 108-24-7 acetic anhydride 
• 16730-89-5 Benzyl 2-acetamido-3-O-acetyl-2-deoxy-α-D-glucopyranoside 
• 3068-34-6 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-acetylamino-6-chloro-tetrahydro-pyran-4-yl ester 
• 143997-52-8 benzyl 3,4-di-O-acetyl-6-O-(3,4,6-tri-O-acetyl-2-amino-2-desoxy-β-D-glucopyranosyl)-2-amino-2-desoxy-β-D-glucopyranoside 
• 143997-50-6 benzyl 3-O-acetyl-6-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-desoxy-β-D-glucopyranosyl)-2-allyloxycarbonylamino-2-desoxy-β-D-glucopyranoside 
• 143997-51-7 benzyl 3,4-di-O-acetyl-6-O-(3,4,6-tri-O-acetyl-2-allyloxycarbonylamino-2-desoxy-β-D-glucopyranosyl)-2-allyloxycarbonylamino-2-desoxy-β-D-glucopyranoside 

Downstream Products

• 77364-38-6 benzyl 3,4-di-O-acetyl-6-O-(3,4,6-tri-O-acetyl-2-desoxy-2-myristoylamino-β-D-glucopyranosyl)-2-desoxy-2-myristoylamino-β-D-glucopyranoside 

Relevant academic research and scientific papers

The synthesis of glycosides of 2-acetamido-2-deoxyglucose catalyzed by mercuric iodide

The glycosylation of various alcohols with peracetylated α-D-glucosaminyl chloride catalyzed with mercuric iodide was studied along with the dependence of the reaction course on temperature, solvent, and quantity of catalyst. At room temperature, only β-glycosides of peracetylated N-acetylglucosamine were shown to result in dichloroethane or nitromethane with high yields. At 90-95°C, anomerization was observed, which led to the corresponding α-glycosides. The possibility of the synthesis of disaccharides with the β1→6 bond catalyzed by mercuric iodide was demonstrated.

A synthetic approach to a lipid A analogue using a N-allyloxycarbonyl-D-glucosamine donor and a N-allyloxycarbonyl-D-glucosamine acceptor.

An approach to a lipid A component of the bacterial lipopolysaccharide was realized by regiospecific condensation of a N-allyloxycarbonyl-D-glucosamine donor with a N-allyloxycarbonyl-D-glucosamine acceptor.The β-(1->6) disaccharide thus obtained was then