192827-22-8

Basic information

• Product Name: geranyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside
• Synonyms: geranyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside
• CAS NO: 192827-22-8
• Molecular Weight: 1073.16
• Mol File: 192827-22-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: geranyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: geranyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside(192827-22-8)
• EPA Substance Registry System: geranyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside(192827-22-8)

Safety Data

• Hazardous Substances Data: 192827-22-8(Hazardous Substances Data)

Upstream product

• 192827-18-2 geranyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside 
• 7473-44-1 1,2,3,4-tetra-O-benzoyl-β-L-arabinopyranose 
• 22850-13-1 geranyl O-β-D-glucopyranoside 
• 106-24-1 Geraniol 
• 2280-44-6 D-Glucose 
• 891784-74-0 geranyl 2,3,4-tri-O-benzoyl-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 891784-73-9 geranyl 6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 
• 14206-56-5 2,3,4-tri-O-benzoyl-β-L-arabinopyranosyl bromide 

Downstream Products

• 152520-94-0 geraniol-1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside 

Relevant articles and documents

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).