29741-68-2

Upstream product

• 52327-17-0 3,4,6-tri-O-acetyl-2-O-benzyl-1-deoxy-1-piperidino-β-D-glucopyranose 
• 36215-42-6 N-<3,4,6-tri-O-acetyl-β-D-glucopyranosyl>piperidine 
• 72984-63-5 1,3,4,6-tetra-O-acetyl-2-O-benzyl-α- and β-D-glucopyranose 
• 100-39-0 benzyl bromide 

Downstream Products

• 130034-83-2 (E)-4-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-β-D-glucopyranosyloxy)but-3-en-2-one 
• 130034-81-0 (E)-4-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)but-3-en-2-one 
• 130034-70-7 (E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene 
• 130034-72-9 (E)-1-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-β-D-glucopyranosyloxy)-3-(t-butyldimethylsiloxy)buta-1,3-diene 
• 130034-74-1 (1R,2R,3S)-3-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-5-(t-butyltrimethylsiloxy)-N-phenylcyclohex-4-ene-1,2-dicarboximide 
• 130034-74-1 (1R,2R,3S)-3-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-β-D-glucopyranosyloxy)-5-(t-butyltrimethylsiloxy)-N-phenylcyclohex-4-ene-1,2-dicarboximide 
• 130034-74-1 (1S,2S,3R)-3-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-5-(t-butyltrimethylsiloxy)-N-phenylcyclohex-4-ene-1,2-dicarboximide 
• 130034-74-1 (1S,2S,3R)-3-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-β-D-glucopyranosyloxy)-5-(t-butyltrimethylsiloxy)-N-phenylcyclohex-4-ene-1,2-dicarboximide 
• 130034-76-3 (1R,2R,3S)-3-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-α-D-glucopyranosyloxy)-5-oxo-N-phenylcyclohexane-1,2-dicarboximide 
• 130034-76-3 (1R,2R,3S)-3-(2'-O-Benzyl-3',4',6'-tri-O-acetyl-β-D-glucopyranosyloxy)-5-oxo-N-phenylcyclohexane-1,2-dicarboximide 
• 104629-47-2 (1R,2R,3S)-5-Oxo-N-phenyl-3-(2',3',4',6'-tetra-O-acetyl-α-D-glucopyranosyloxy)cyclohexane-1,2-dicarboximide 
• 104629-47-2 (1R,2R,3S)-5-oxo-3-<(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)oxy>cyclohex-4-ene-1,2-N-phenyldicarboximide 
• 83232-16-0 (E)-(4S,5R,6R,7R)-5,6,8-Triacetoxy-4-benzyloxy-7-hydroxy-oct-2-enoic acid ethyl ester 

Relevant academic research and scientific papers

Efficient synthesis of a 6-deoxy-talose containing tetrasccharide found in Franconibacter helveticus LMG23732T

Synthesis of the 6-deoxy-talose (6-dTal) containing tetrasaccharide, naturally found in Franconibacter helveticus LMG23732T, has been described. The synthetic method utilized an allyloxyethylidene group for protecting the 1-OH and 2-OH groups of rhamnopyranose and a redox reaction for synthesizing 6-deoxy talose, which eventually formed a disaccharide containing α-Glcp-(1→2)-6dTalp configured glycosidic bonds using a [2 + 2] synthetic strategy.

Syntheses and 1H- and 13C-Nuclear Magnetic Resonance Spectra of All Positional Isomers of Tetra-O-acetyl-D-glucopyranoses, and Their Monobenzyl and Monotrityl Derivatives

All the isomers of the tetra-O-acetyl-D-glucopyranoses, and their monobenzyl and monotrityl derivatives were synthesized and systematic 1H- and 13C-nuclear magnetic resonance (1H- and 13C-NMR) studies were carried out.Complete assignments of the 1H- and 13C-NMR signals were achieved by 1H- and 13C-decoupling techniques and by the use of a shift reagent and changes of solvents.Moreover, when necessary, 1H- and 13C-shift-correlated 2D NMR spectroscopy at higher frequency (Bruker AM 400) was applied.The shifts on deacetylation, benzylation, and tritylation were estimated on the basis of the 1H- and 13C-chemical shifts of these compounds, and the effects of deacetylation and benzyl- or trityl-substitution are discussed.Keywords - tetra-O-acetyl-D-glucopyranose; monobenzyl tetra-O-acetyl-D-glucopyranose; monotrityl tetra-O-acetyl-D-glucopyranose; 1H-NMR; 13C-NMR; deacetylation shift; benzylation shift; tritylation shift