161128-54-7

Upstream product

• 100-39-0 benzyl bromide 
• 161128-52-5 Methyl 3-(N-acetyl-N-benzylamino)-2,3-dideoxy-1-(2-thiazolyl)-β-D-glycero-D-galacto-octopyranoside 
• 100-46-9 benzylamine 
• 154796-68-6 (4R,5R,6S,7S)-8-(O-tert-butyldiphenylsilyl)-4,5,6,7,8-pentahydroxy-4,6:5,7-di-O-isopropylidene-1-(2-thiazolyl)-2(E)-octen-1-one 
• 161128-50-3 (3S,4R,5R,6S,7S)-3-(N-Acetyl-N-benzylamino)-8-O-tert-butyldiphenylsilyl-4,5,6,7,8-pentahydroxy-4,6:5,7-di-O-isopropylidene-1-(2-thiazolyl)-1-octanone 

Downstream Products

• 161161-00-8 [Methyl 4-(N-acetyl-N-benzylamino)-5,7,8,9-tetra-O-benzyl-3,4-dideoxy-β-D-glycero-D-galacto-2-nonulopyranosidonic] acid 

Relevant academic research and scientific papers

Stereoselective conjugate addition of nitrogen and carbon nucleophiles to sugar-derived enones: Synthesis of sialic acid analogues

The conjugate addition of benzylamine to three polyalkoxy ?±,?2-enones derived from D-glyceraldehyde, D-erythrose, and D-mannose, whose carbonyls were flanked by the thiazole ring, proceeded with modest to good synselectivity. The resulting polyalkoxy ?2-

Synthesis of a sialic acid analog with the acetamido group at C-4

An isomer of N-acetylneuraminic acid (Neu5Ac) with the acetamido group at C-4 (iso-Neu4Ac) has been synthesized through stereoselective 1,4-conjugate addition of trimethylsilyl azide to a 2-thiazolyl α,β-enone bearing a protected D-mannose moiety at C-β.