891784-74-0

Upstream product

• 891784-73-9 geranyl 6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 98-88-4 benzoyl chloride 
• 2280-44-6 D-Glucose 
• 106-24-1 Geraniol 
• 22850-13-1 geranyl O-β-D-glucopyranoside 

Downstream Products

• 192827-22-8 geranyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside 
• 192827-14-8 geranyl 2,3,4,2',3',4'-O-hexabenzoyl-β-D-xylopyranosyl-(1->6)-β-D-glucopyranoside 
• 152520-94-0 geraniol-1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside 
• 150995-11-2 geranyl 6-O-β-D-xylopyranosyl-β-D-glucopyranoside 
• 192827-18-2 geranyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 

Relevant academic research and scientific papers

Chemoenzymatic synthesis of naturally occurring geranyl 6-o-glycosyl-β-d-glucopyranosides

Direct β-glucosidation between geranyl alcohol and D-glucose (4) using the immobilized β-glucosidase from almonds with the synthetic prepolymer ENTP-4000 gave geranyl O-β-D-glucoside (1) in 11% yield. The coupling of the geranyl O-β-D-glucopyranoside congener (7) with 2,3,4-tri-O-benzoyl-α-D-xylopyranoside bromide (8) or 2,3,4-tri-O-benzoyl-α-L-arabinopyranosyl bromide (10) afforded the coupled products (9 and 11), respectively. Deprotection of the coupled products (9 and 11) using MeONa in MeOH-THF gave the synthetic geranyl 6-O-β-D-xylopyranosyl-β-D-glucopyranoside (2) and geranyl 6-O-α-L-arabinopyranosyl-β-D-glucopyranoside (Kenposide A, 3).