116296-68-5

Upstream product

• 40653-17-6 methyl 2,3,4-tri-O-benzyl-6-deoxy-6-C-formyl-α-D-mannopyranoside 
• 6931-68-6 methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate 
• 67670-69-3 N-acetyl-4,7,8,9-tetra-O-acetyl-2-chloro-2-deoxyneuraminic acid methyl ester 
• 94537-64-1 1-O-Acetyl-3,6-di-O-benzyl-2-desoxy-4-O-(2,3-di-O-benzyl-β-D-galactopyranosyl)-2-phthalimido-β-D-glucopyranose 

Downstream Products

• 59322-44-0 4--methylcoumarin--7--yl 5--acetamido--3,5--dideoxy-α---D--glycero--D--galacto-2-nonulopyranosidonic acid 
• 170452-85-4 methyl (phenyl 4,7,8,9-tetra-O-acetyl-5-acetoxyacetamido-3,5-di-deoxy-2-thio-α-D-glycero-D-galacto-2-nonulopyranoside)onate 
• 73960-72-2 methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate 
• 610763-54-7 (2S,4S,5R,6R)-4-Acetoxy-2-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-5-(2,2,2-trichloro-ethoxycarbonylamino)-tetrahydro-pyran-2-carboxylic acid methyl ester 
• 118977-25-6 methyl (phenyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-2-thio-D-galacto-2-nonulopyranoside)onate 

Relevant academic research and scientific papers

Anomeric acetates of N-acetylneuraminic acid are useful C-sialyl donors in samarium-mediated reformatsky coupling reactions

(Chemical Equation Presented) Teaching an old molecule new tricks: A new solution for an expeditious C-sialylation from N-acetylneuraminic acid involves the use of the peracetylated derivative 1, a very common starting material prepared 40 years ago in He

SYNTHESE EINES N-ACETYLNEURAMINSAEURE-HALTIGEN SYNTHESEBLOCKS. KUPPLUNG ZUM N-ACETYLNEURAMINSAEURE-TETRASACCHARID MIT TRIMETHYLSILYLTRIFLAT

A trisaccharide synthetic block consisting of N-acetylneuraminic acid and lactosamine that allows general coupling reactions to other saccharide units was obtained.O-(Methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-α- and -β-D-glycero-D-galacto-2-nonulopyranosylonate)-(2->6)-O-(2,3,4-tri-O-acetyl-β-D-galactopyranosyl)-(1->4)-1,3,6-tri-O-acetyl-2-desoxy-2-phthalimido-β-D-glucopyranose were used as glycosyl donors.In the presence of trimethylsilyltriflate, both compounds were converted into tetrasaccharides by reaction with derivatives of D-mannose unsubstituted at OH-2 representing the glycosyl acceptors.Removal of the protecting groups gave O-(5-acetamido-3,5-dideoxy-α- and -β-D-glycero-D-galacto-2-nonulopyranosylonic acid)-(2->6)-O-β-D-galactopyranosyl-(1->4)-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-(1->2)-D-mannopyranose, respectively.