247017-34-1

Upstream product

• 5328-37-0 L-arabinose 
• 98-88-4 benzoyl chloride 
• 545-06-2 trichloroacetonitrile 
• 87-72-9 L-(+)-arabinose 
• 212499-83-7 1',2',3',4'-tetra-O-benzoyl-α/β-L-arabinopyranose 

Downstream Products

• 1104398-61-9 28-O-tert-butyldiphenylsilyl-3β-O-(2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl)betulin 
• 1104398-82-4 28-O-2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosylbetulin 3β-O-2,3,4-tri-O-benzoyl-α-L-arabinopyranoside 
• 1355346-19-8 benzyl oleanolate 3-O-2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-3,4-O-isopropylidene-α-L-arabinopyranoside 
• 1637228-51-3 benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside 
• 1637228-49-9 benzyl oleanolate 3-O-2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1→2)-4-O-acetyl-α-L-arabinopyranoside 

Relevant academic research and scientific papers

Synthesis and evaluation of four hederagenin glycosides as α-glucosidase inhibitor

The four hederagenin glycosides 1-4 were efficiently synthesized through one-pot sequential glycosylations with glycose 1-(trichloroacetimidate)s as donors, resulting in a significantly simplified synthetic procedure without isolation of glycosylation intermediates. The activity of the synthetic hederagenin glycosides 1-4 against α-glucosidase type IV was evaluated; hederagenin glycoside 4 containing an α-L-rhamnopyranosyl unit showed the best activity with an IC50 value of 47.9 μM. Copyright

Synthesis of two natural betulinic acid saponins containing α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranose and their analogues

A concise synthesis of naturally occurring betulinic acid saponins bearing an α-l-rhamnopyranosyl-(1→2)-α-l-arabinopyranoside moiety at the C-3 position is described. Betulinic acid 3β-O-α-l-rhamnopyranosyl-(1→2)-[β-d-glucopyranosyl- (1→4)]-α-l-arabinopyr

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.