113533-74-7

Basic information

• Product Name: pent-4'-enyl 4,6-O-benzylidene-α-D-glucopyranoside
• Synonyms: pent-4'-enyl 4,6-O-benzylidene-α-D-glucopyranoside
• CAS NO: 113533-74-7
• Molecular Weight: 336.385
• Mol File: 113533-74-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: pent-4'-enyl 4,6-O-benzylidene-α-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: pent-4'-enyl 4,6-O-benzylidene-α-D-glucopyranoside(113533-74-7)
• EPA Substance Registry System: pent-4'-enyl 4,6-O-benzylidene-α-D-glucopyranoside(113533-74-7)

Safety Data

• Hazardous Substances Data: 113533-74-7(Hazardous Substances Data)

Upstream product

• 1125-88-8 benzaldehyde dimethyl acetal 
• 182074-52-8 pent-4-enyl α,β-D-glucopyranoside 
• 821-09-0 n-Pent-4-enyl alcohol 
• 2280-44-6 D-Glucose 
• 125647-51-0 pent-4-enyl α-D-glucopyranoside 
• 128503-35-5 Pent-4-enyl 2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 

Downstream Products

• 131684-79-2 pent-4'-enyl 2-O-benzyl-4,6-benzylidene-α-D-glucopyranoside 
• 618119-01-0 5'-hydroxypentyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 131684-73-6 pent-4'-enyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl-(1->3)-2-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside 
• 3006-41-5 4,6-O-benzylidene-D-glucose 

Relevant articles and documents

n-Pentenyl glycoside based methodology for determining the relative reactivities of variously protected pairs of glycosides

The relative rate of hydrolysis of an α/β anomeric pair of glycosides is generally considered to provide insight into various factors that influence anomeric reactivity. However the fact that such hydrolyses are usually carried out with aqueous acids severely limits the range of substrates that can studied. This limitation is overcome with n-pentenyl glycosides (NPGs) which are hydrolyzed under neutral, oxidative conditions. A procedure is described in which a pair (e.g. α1/β1, α1/β2, β1/β2,etc.) of NPGs is made to compete for an insufficient amount of N-bromosuccinimide, the relative rates of reaction being determined from HPLC peak heights of the unreacted starting materials. Some commonly used acid labile protecting groups, e.g. cyclic acetals and acetyl, are shown to exert profound effects upon relative and absolute rates of anomeric activation.

A solvation-assisted model for estimating anomeric reactivity. Predicted versus observed trends in hydrolysis of n-pentenyl glycosides

An attempt has been made to predict qualitative trends in reactivity at the anomeric center, using N-bromosuccinimide-induced hydrolysis of n-pentenyl glycosides (NPGs) as the experimental model. Calculated relative activation energies based on internal e