693787-97-2

Upstream product

• 161007-95-0 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyltrichloroacetimidate 
• 693787-95-0 4-methoxybenzyl 2,4-di-O-benzoyl-α-L-arabinopyranoside 
• 693787-94-9 4-methoxybenzyl 2-O-benzoyl-α-L-arabinopyranoside 
• 693788-18-0 1-O-(p-methoxybenzyl)-3,4-O-isopropylidene-α-L-arabinopyranoside 
• 693787-87-0 4-methoxybenzyl α-L-arabinopyranoside 
• 98-88-4 benzoyl chloride 
• 1233-03-0 1,2,3,4-tetra-O-acetyl-L-arabinopyranose 
• 87-72-9 L-(+)-arabinose 
• 51830-02-5 bromo-2,3,4-O-triacetyl-α/β-L-arabinopyranoside 

Downstream Products

• 693788-00-0 (2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl)-(1->3)-2,4-di-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate 

Relevant academic research and scientific papers

Synthesis of α-hederin, δ-hederin, and related triterpenoid saponins

The synthesis of α-hederin (3-O-[α-L-rhamnopyranosyl-(1→2) -α-L-arabinopyranosyl]hederagenin, 1), δ-hederin (3-O-(α-L-arabinopyranosyl)hederagenin, 3), and three related triterpenoid saponins is described as part of a study of the structure-activity relationships between triterpenoid saponins and hemolytic activity. 4-Methoxybenzyl α-L-arabinopyranoside (11) was synthesized first and then used to prepare the different arabinose acceptors. Glycosylation between the acceptors and 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl trichloroacetimidate (20) was performed in excellent yield to give the desired disaccharides. Coupling of the trichloroacetimidate derivatives of the disaccharides to allyl- or methyl-hederagenin gave the protected saponosides in high yields. The saponins and their corresponding methyl esters were then obtained in good to moderate yields after deprotection. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.