84034-62-8

Upstream product

• 37042-52-7 N-((1R,2S,3R,4R,5R)-2,3-dihydroxy-6,8-dioxabicyclo[3.2.1]octan-4-yl)acetamide 
• 76-83-5 trityl chloride 
• 115726-23-3 triphenylmethyl trifluoromethanesulfonate 
• 76-84-6 triphenylmethyl alcohol 
• 7512-17-6 N-Acetyl-D-glucosamine 
• 50604-71-2 3,4-Di-O-acetyl-2-acetylamino-1,6-anhydro-2-deoxy-β-D-glucopyranose 

Downstream Products

• 50604-73-4 2-Acetamido-1,6-anhydro-3-O-benzyl-2-desoxy-β-D-glucopyranose 
• 291776-23-3 1,6-anhydro-2-acetamido-3-O-acetyl-2-deoxy-4-O-trityl-β-D-glucopyranose 
• 291776-21-1 1,6-anhydro-2-acetamido-3-O-benzoyl-2-deoxy-4-O-trityl-β-D-glucopyranose 

Relevant academic research and scientific papers

An efficient synthesis of 1,6-anhydro-N-acetylmuramic acid from N-acetylglucosamine

A novel synthesis of 1,6-anhydro-N-acetylmuramic acid is described, which proceeds in only five steps from the cheap starting material N-acetylglucosamine. This efficient synthesis should enable future studies into the importance of 1,6-anhydromuramic acid in bacterial cell wall recycling processes.

ANTIBACTERIAL ANTISENSE AGENTS

The invention relates to improved ANTISENSE agents for the treatment of gram-negative bacterial infections. Compounds of the invention utilise an Antibiotic-Assisted Translocation; AAT' platform to improve influx into bacterial cells through enhanced permeability, providing improved intracellular exposure of the ANTISENSE AGENT and superior treatment of the infection.

1,6-Anhydro-N-acetyl-β-D-glucosamine in the oligosaccharide syntheses: I. Synthesis of 3-acetate and 3-benzoate of 1,6-anhydro-N-acetyl-β-D-glucosamine via the 4-O-trityl derivative

3-O-Acetyl and 3-O-benzoyl derivatives of 1,6-anhydro-N-acetyl-β-D-glucosamine were synthesized via its selective tritylation followed by the 3-O-acylation and removal of the trityl protective group. Tritylium trifluoromethanesulfonate, which can easily be prepared by mixing solutions of triphenylcarbinol and trimethylsilyl trifluoromethanesulfonate in an equimolar ratio, was suggested as a reagent for the effective tritylation of a secondary hydroxyl group.

Synthesis of 2-Acetamido-1,6-anhydro-3-O-benzyl-2-deoxy-β-D-glucopyranose, a Useful Glycosyl Acceptor for 1,4-Linked, N-Acetylglucosamine-containing Oligosaccharides Synthesis

A facile synthesis of the title compound (9) was achieved.Tritylation of 1,6-anhydro-β-N-acetylglucosamine (4) with 3 molar equivalents of trityl chloride in pyridine at 85-90 deg C for 24 h afforded the corresponding 4-O-trityl ether (5) and 3-O-trityl e