162517-99-9

Upstream product

• 10323-20-3 D-Arabinose 
• 162517-90-0 5-O-(tert-butyldiphenylsilyl)-D-arabinose diethyldithioacetal 
• 501-53-1 benzyl chloroformate 
• 1941-50-0 D-arabinose diethyl dithioacetal 
• 123130-05-2 (1'S,3S,4S)-N-benzyloxycarbonyl-3-hydroxy-4-(2',2'-bisthioethyl-1'-hydroxy)ethyl piperidine 
• 100-39-0 benzyl bromide 
• 123107-62-0 3-C-(2'-azidoethyl)-3-deoxy-1,2-isopropylidene-5-O-methanesulfonyl-β-D-lyxofuranose 
• 123165-55-9 (1S,3S,7S,8S)-N-benzyloxycarbonyl-5,5-dimethyl-11-aza-2,4,6-trioxatricyclo<6.4.0.0^3,7>dodecane 
• 162517-94-4 3-C(2'-azidoethyl)-3-deoxy-1,2-isopropylidene-β-D-lyxofuranose 
• 162517-93-3 5-O-(tert-butyldiphenylsilyl)-3-C-(2'-O-methanesulfonyl-2'-hydroxyethyl)-3-deoxy-1,2-isopropylidene-β-D-lyxofuranose 
• 123107-59-5 3-C-(2'-azidoethyl)-5-O-(tert-butyldiphenylsilyl)-3-deoxy-1,2-isopropylidene-β-D-lyxofuranose 
• 123107-60-8 5-O-(tert-butyldiphenylsilyl)-3-C-(carbomethoxymethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose 
• 162517-92-2 5-O-(tert-butyldiphenylsilyl)-3-C-(2'-hydroxyethyl)-3-deoxy-1,2-O-isopropylidene-β-D-lyxofuranose 
• 114738-04-4 (3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol 

Downstream Products

• 162601-59-4 (3S,5S)-3,5-di-O-benzylquinuclidine-3,5-diol 
• 123130-06-3 (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(1'-benzyloxy-2'-hydroxy-2'-O-methanesulphonyl)ethyl piperidine 
• 162518-00-5 (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(1'-benzyloxy-2'-hydroxy)ethyl piperidine 
• 123107-58-4 (3S,5S)-3,5-Bis-benzyloxy-1-aza-bicyclo[2.2.2]octane 

Relevant academic research and scientific papers

Synthesis of (3S,5S)-Quinuclidine-3,5-diol and of -Octahydro-2-furopyridinol from D-Arabinose

The synthesis of (3S,5S)-quinuclidine-3,5-diol is achieved by an introduction of a 2 carbon chain at C-3 of D-arabinose, followed by joining the terminus of the chain extension to C-1 and C-5 of the sugar; the synthesis of -octahydro-2-fu

Chiral Quinuclidines (1-Azabicyclooctanes) from Sugars: Synthesis of (3S,5S)-Quinuclidine-3,5-diol from D-Arabinose

The synthesis of (3S,5S)-quinuclidine-3,5-diol from D-arabinose by two alternative ring closures is described.