125572-77-2

Basic information

• Product Name: 2-phenylethyl 1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside
• Synonyms: 2-phenylethyl 1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside
• CAS NO: 125572-77-2
• Molecular Weight: 416.425
• Mol File: 125572-77-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-phenylethyl 1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylethyl 1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside(125572-77-2)
• EPA Substance Registry System: 2-phenylethyl 1-O-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside(125572-77-2)

Safety Data

• Hazardous Substances Data: 125572-77-2(Hazardous Substances Data)

Upstream product

• 14206-56-5 2,3,4-tri-O-benzoyl-β-L-arabinopyranosyl bromide 
• 7473-44-1 1,2,3,4-tetra-O-benzoyl-β-L-arabinopyranose 
• 14861-16-6 2-phenylethyl-β-D-glucopyranoside 
• 60-12-8 2-phenylethanol 
• 2280-44-6 D-Glucose 
• 860648-08-4 phenethyl 2,3,4-tri-O-acetyl-6-O-trityl-β-D-glucopyranoside 
• 860648-07-3 phenethyl 6-O-trityl-β-D-glucopyranoside 
• 860648-09-5 phenethyl 2,3,4-tri-O-acetyl-β-D-glucopyranoside 
• 860648-10-8 phenethyl 2,3,4,2',3',4'-O-hexaacetyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside 
• 87-72-9 L-(+)-arabinose 

Downstream Products

• 149-55-3 vicianose 
• 60-12-8 2-phenylethanol 

Relevant articles and documents

Chemoenzymatic synthesis of naturally occurring phenethyl (1→6)-β-D-gluco-pyranosides

Direct β-glucosidation between phenethyl alcohol and D-glucose (5) using the immobilized β-glucosidase from almonds with the synthetic prepolymer ENTP-4000 gave a phenethyl β-D-glucoside (1) in 34% yield. The coupling of the phenethyl O-β-D-glucopyranoside congener (8) and methylthio-2,3,4-tri-O-acetyl-β-D-xylopyranoside (9), 2,3,4-tri-O-acetyl- α-L-arabinopyranosyl bromide (11), and methylthio 2,3,4-tri-O-acetyl- α-L-rhamnopyranoside (13) afforded the coupled products (10, 12, and 14), respectively. Deprotection of the coupled products (10, 12, and 14) afforded the synthetic phenethyl O-β-D-xylopyranosy-(1→6)- β-D- glucopyranoside (2), phenethyl O-α-L-arabinopyranosy-(1→6)-β-D- glucopyranoside (3), and phenethyl O-α-L-rhamnopyranosy- (1→6)-β-D-glucopyranoside (4), respectively.

The Role of Diglycosides as Tea Aroma Precursors: Synthesis of Tea Diglycosides and Specificity of Glycosidases in Tea Leaves

Two general synthetic routes were established in order to synthesize two diglycosides, primeverosides (1) and vicianosides (2), found in tea leaves. Procedure 1 is based on the Koenig-Knorr type of condensation of aglycon alcohols and 1-α-bromohexabenzoylprimeverose (6) and is suitable for the condensation of primary alcohols. Procedure 2 is to combine tribenzoyl-β-D-glucoside (8) and 1-α-bromotribenzoylxylose (4). The primeveroside of a tertiary alcohol was synthesized by this method which is also applicable to the synthesis of vicianosides. The hydrolysis rate of each of the 12 synthesized glycosides by a crude tea enzyme was evaluated, which suggest that the main glycosidase is primeverosidase and the enzyme mixture shows substrate specificity to both the carbohydrate and aglycon moieties.