147221-67-8

Upstream product

• 2595-07-5 allyl β-D-galactopyranoside 
• 147221-66-7 methyl (allyl 2-O-acetyl-β-D-galactopyranosid)uronate 
• 130506-43-3 methyl (allyl 2-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 147221-63-4 allyl 3,4-O-isopropylidene-6-O-(1-methoxy-1-methylethyl)-β-D-galactopyranoside 

Downstream Products

• 147221-68-9 methyl (allyl 2,4-O-diacetyl-3-O-trityl-β-D-galactopyranosid)uronate 

Relevant academic research and scientific papers

D-galacturonic acid derivatives as acceptors and donors in glycosylation reactions

Jones oxidation of suitably protected allyl β-D-galactopyranosides and subsequent esterification were reinvestigated. Partial deprotection of the resulting D-galacturonic acid derivatives afforded compounds suitable for transformation into glycosyl acceptors. The synthesis of 2-, 3-, and 4-trityl ethers, relying on efficient differential protecting-group strategies, is described. Trityl-cyanoethylidene condensation of these trityl ethers, leading to the protected disaccharide units β-D-Gal pA-(1 → 2)-D-Gal pA and β-D-Gal pA-(1 → 3)-Gal pA with high stereoselectivity, is demonstrated. A β-D-Gal pA-(1 → 4)-D-GalpA disaccharide was also prepared.