128741-74-2

Upstream product

• 90-76-6 D-mannosamine 
• 4710-95-6 D-mannosamine hydrochloride 
• 136492-89-2 6-O-tert-Butyldiphenylsilyl-2-deoxy-2-oxamoylamino-D-mannose 
• 128741-73-1 6-O-tert-Butyldiphenylsilyl-2-deoxy-2-oxamoylamino-D-mannitol 
• 67-64-1 acetone 

Downstream Products

• 109944-15-2 kifunensine 
• 134234-43-8 (3aR,3bS,6bR,10aR,10bS)-2,2,9,9-tetramethyl-1,3,8,10-tetraoxacyclohexa[e]cyclopenta[g]-5,6-dion-4-azaindolizidine 
• 109944-15-2 8a-epi-kifunensine 
• 122623-76-1 C₁₄H₂₀N₂O₆ 
• 136492-91-6 syn-5-Deoxy-2,3:4,6-di-O-isopropylidene-5-oxamoylamino-D-mannose 2,4-dinitrophenylhydrazone 
• 136492-90-5 anti-5-Deoxy-2,3:4,6-di-O-isopropylidene-5-oxamoylamino-D-mannose 2,4-dinitrophenylhydrazone 
• 128741-75-3 (2R,3R,4R,5R)-2,3:4,6-di(isopropylidenedioxy)-5-oxamoylaminohexanol 

Relevant academic research and scientific papers

Synthesis of kifunensine, an immunomodulating substance isolated from a microbial source

Kifunensine (1), a novel immunomodulator isolated from an actinomycete, was enantiospecifically synthesized from D-mannosamine via a double cyclization of the oxamide-aldehyde precursor with ammonia as a key step. The absolute stereochemistry of natural kifunensine was confirmed to be the D form.

SYNTHESIS OF KIFUNENSINE, AN IMMUNOMODULATING SUBSTANCE ISOLATED FROM MICROBIAL SOURCE

A synthesis of kifunensine (1) has been achieved by a route involving, as a key step, a double cyclization of aldehyde 3 with ammonia.