1451866-16-2

Upstream product

• 865484-73-7 tert-butyl ((2S,6S)-6-methyl-5-oxo-5,6-dihydro-2H-pyran-2-yl) carbonate 
• 100-51-6 benzyl alcohol 
• 512809-21-1 benzyl 2,3,6-trideoxy-α-L-hex-2-enopyranosid-4-ulose 
• 1334606-85-7 (2R,3R,6S)-2-(benzyloxy)-6-methyl-3,6-dihydro-2H-pyran-3-ol 
• 108-24-7 acetic anhydride 

Downstream Products

• 3359-35-1 (2R,3R,4R,5R,6S)-2-benzyloxy-tetrahydro-6-methyl-2H-pyran-3,4,5-triol 
• 1442690-40-5 C₁₃H₁₈O₅ 
• 1442690-55-2 (2R,3R,4S,5R,6S)-2-(benzyloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl acetate 
• 1442690-56-3 (2R,3R,4S,5S,6S)-2-(benzyloxy)-4,5-dihydroxy-6-methyltetrahydro-2H-pyran-3-yl acetate 

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