886852-65-9

Upstream product

• 886852-64-8 (2R,3R,4R,5R,6S)-5-azido-2-(benzyloxy)-tetrahydro-6-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3,4-diol 
• 77-76-9 2,2-dimethoxy-propane 
• 886852-61-5 (2S,3R,6R)-6-(benzyloxy)-3,6-dihydro-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3-yl methyl carbonate 
• 120853-04-5 1-(furan-2-yl)-4-hydroxybutan-1-one 
• 691870-87-8 4-(tert-butyldimethylsilyloxy)-1-(furan-2-yl)butan-1-one 
• 886852-56-8 (2S)-6-hydroxy-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one 
• 886852-55-7 (2S,3R,6R)-3-azido-6-(benzyloxy)-3,6-dihydro-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran 
• 886852-60-4 (2S,3R,6R)-6-(benzyloxy)-3,6-dihydro-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3-ol 
• 886852-59-1 (2S,6R)-6-(benzyloxy)-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one 
• 886852-57-9 (S)-1-(furan-2-yl)-4-tert-butyldimethylsilyloxybutan-1-ol 

Downstream Products

• 886852-67-1 3-((3aR,4R,6S,7S,7aR)-7-azido-4-(benzyloxy)-tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propyl methanesulfonate 
• 164907-52-2 L-swainsonine 
• 886852-66-0 3-((3aR,4R,6S,7S,7aR)-7-azido-4-(benzyloxy)-tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propan-1-ol 

Relevant academic research and scientific papers

De novo asymmetric synthesis of D- and L-swainsonine

The enantioselective syntheses of both enantiomers of the indolizidine natural product swainsonine have been achieved in 13 steps from furan. The indolizidine ring system is installed by a one-pot hydrogenolysis of both an azide and an O-Bn group along with an intramolecular reductive amination reaction. The asymmetry of swainsonine was introduced by Noyori reduction of an acylfuran. This route relies upon an Achmatowicz rearrangement, a diastereoselective palladium-catalyzed glycosylation, Luche reduction, and a dihydroxylation reaction.