1334606-85-7

Upstream product

• 100-51-6 benzyl alcohol 
• 512809-21-1 benzyl 2,3,6-trideoxy-α-L-hex-2-enopyranosid-4-ulose 
• 41728-14-7 6-hydroxy-2-methyl-2H-pyran-3(6H)-one 
• 1174754-24-5 (1R,2R,4S,6S)-2-(benzyloxy)-4-methyl-3,7-dioxabicyclo[4.1.0]-heptan-5-one 
• 1192-62-7 1-(2-furyl)-1-ethanone 
• 4208-64-4 1-(2-furyl)ethanol 
• 865484-73-7 tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate 

Downstream Products

• 1174754-25-6 (2R,3R,4S,5R,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol 
• 1174754-26-7 (2R,3R,5R,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,5-diol 
• 71731-74-3 (2R,3S,4R,5S,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol 
• 1335126-18-5 (2R,3S,4S,5R,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol 
• 1334606-94-8 (2R,3R,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3-ol 
• 727414-86-0 (2R,6S)-2-(benzyloxy)-6-methyl-2H-pyran-3(6H)-one 
• 1334607-00-9 (2R,6S)-2-(benzyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-ol 
• 1334607-07-6 (2R,6S)-2-(benzyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl pivalate 
• 1334607-11-2 (((2R,6S)-2-(benzyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-yl)oxy)(tert-butyl)dimethylsilane 
• 1334607-15-6 (2R,3S,6S)-2-(benzyloxy)-6-methyltetrahydro-2H-pyran-3-ol 
• 1334607-28-1 (2R,3S,4R,5S,6S)-2-(benzyloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl pivalate 
• 1334607-25-8 (2R,3S,4S,5R,6S)-2-(benzyloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl pivalate 
• 1334607-36-1 (2S,3S,4R,5S,6R)-6-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diol 
• 1334607-32-7 (2S,3R,4S,5S,6R)-6-(benzyloxy)-5-((tert-butyldimethylsilyl)oxy)-2-methyltetrahydro-2H-pyran-3,4-diol 

Relevant academic research and scientific papers

Application of the Wharton rearrangement for the de novo synthesis of pyranosides with ido, manno, and colito stereochemistry

A de novo asymmetric synthesis of α-ido-pyranosides, as well as several deoxy and amino variants, has been achieved. The procedure involves a palladium(0)-catalyzed glycosylation in combination with a Wharton rearrangement/epoxide-opening reaction sequence to access sugars with ido, manno, and colito stereochemistry as well as several azido analogues. A de novo asymmetric synthesis of α-ido-pyranosides, as well as several deoxy and amino variants, has been achieved. The procedure involves a palladium(0)- catalyzed glycosylation in combination with a Wharton rearrangement/epoxide- opening reaction sequence to access sugars with ido, manno, and colito stereochemistry as well as several azido analogues. Copyright

De novo synthesis of deoxy sugar via a Wharton rearrangement

A highly divergent synthesis of α-fuco-, α-6-deoxy-allo-, α-6-deoxy-altro-pyranosides has been achieved. This route utilizes a Wharton rearrangement as part of a new post-glycosylation transformation strategy.