311797-08-7

Upstream product

• 311797-06-5 methyl (allyl 2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 95722-13-7 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid 
• 147221-64-5 methyl (allyl 3,4-O-isopropylidene-β-D-galactopyranosid)uronate 
• 56768-32-2 1-bromo-2,3,4-tri-O-acetyl-α-D-galactopyranuronic acid methyl ester 
• 30628-07-0 1,2,3,4-tetra-O-acetyl-α-D-galactopyranosiduronic acid, methyl ester 
• 130506-36-4 methyl (allyl 2,3,4-tri-O-acetyl-β-D-galactopyranosid)uronate 
• 119752-47-5 methyl (allyl β-D-galactopyranoside)uronate 

Downstream Products

• 311797-25-8 methyl (methyl 2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 
• 311797-26-9 methyl (methyl 4-O-acetyl-2,3-di-O-benzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 
• 311797-27-0 methyl (methyl 2,3-di-O-benzyl-4-O-p-methoxybenzyl-α-D-galactopyranosyluronate)-(1->4)-(allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 
• 113765-22-3 methyl (allyl 2,3-di-O-benzyl-β-D-galactopyranosid)uronate 
• 311797-10-1 benzyl (allyl 2,3-di-O-benzyl-β-D-galactopyranoside)uronate 
• 311797-12-3 methyl (allyl 3,4-di-O-acetyl-2-O-benzyl-β-D-galactopyranosid)uronate 

Relevant academic research and scientific papers

Synthesis of homogalacturonan fragments

Glycosylation of the D-galacturonic acid ester derivatives 15 and 17, which are prepared directly from D-galacturonic acid, with the thioglycosides 28 and 32, derived from the same sugar, provides α(1→4)-linked dimers. The formation of the glycosidic linkage between the galacturonic acid moieties is best achieved by iodonium di-sym-collidine perchlorate promotion. Thus, the 4'-O-p-methoxybenzyl dimer 38 can be obtained in 64% yield. Partial deprotection of the 4'-O-position provided the glycosyl acceptor 36, which was coupled with the donor 32 to yield the a(1''→4')-linked trimer 39 (48%). Approximately 8% of the β(1''→4')-coupled isomer was observed in the 13C NMR spectrum of the reaction mixture.