67375-01-3

Upstream product

• 17063-59-1 Acetic acid (2R,3R,4S)-3-acetoxy-6-[(3S,5R,8R,9S,10S,13R,14S,17R)-14-hydroxy-10,13-dimethyl-17-(5-oxo-2,5-dihydro-furan-3-yl)-hexadecahydro-cyclopenta[a]phenanthren-3-yloxy]-2-methyl-tetrahydro-pyran-4-yl ester 
• 108942-62-7 1,3,4-Tri-O-acetyl-2-deoxy-α/β-D-ribohexopyranose 
• 143-62-4 (+)-digitoxigenin 

Relevant academic research and scientific papers

Assembly of digitoxin by gold(I)-catalyzed glycosidation of glycosyl o-alkynylbenzoates

Digitoxin, a clinically important cardiac trisaccharide, was assembled efficiently from digitoxigenin and 3,4-di-O-tert-butyldiphenylsilyl-d- digitoxosyl o-cyclopropylethynylbenzoate in 9 steps and 52% overall yield via alternate glycosylation and protecting group manipulation. The present synthesis showcases the advantage of the gold(I)-catalyzed glycosylation protocol in the synthesis of glycoconjugates containing acid-labile 2-deoxysugar linkages.