25320-96-1

Basic information

• Product Name: O-n-pentyl β-D-glucopyranoside
• CAS NO: 25320-96-1
• Molecular Weight: 250.292
• Mol File: 25320-96-1.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: O-n-pentyl β-D-glucopyranoside(CAS DataBase Reference)
• NIST Chemistry Reference: O-n-pentyl β-D-glucopyranoside(25320-96-1)
• EPA Substance Registry System: O-n-pentyl β-D-glucopyranoside(25320-96-1)

Safety Data

• Hazardous Substances Data: 25320-96-1(Hazardous Substances Data)

Upstream product

• 29836-26-8 n-octyl β-D-glucopyranoside 
• 25320-91-6 propyl β-D-glucopyranoside 
• 78617-12-6 n-heptyl beta-D-glucopyranoside 
• 58846-77-8 n-decyl β-D-glucopyranoside 
• 39824-11-8 n-hexyl-β-D-glucopyranoside 
• 5391-18-4 n-butyl β-D-glucopyranoside 
• 492-61-5 β-D-glucose 
• 71-41-0 pentan-1-ol 
• 69984-73-2 (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol 
• 57-50-1 Sucrose 
• 572-09-8 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 
• 125631-33-6 4-penten-1-yl-β-D-glucopyranoside 
• 2280-44-6 D-Glucose 
• 102020-65-5 1-pentanol 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 

Downstream Products

• 69984-73-2 (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-nonyloxy-tetrahydro-pyran-3,4,5-triol 
• 492-61-5 β-D-glucose 
• 71-41-0 pentan-1-ol 
• 39824-11-8 n-hexyl-β-D-glucopyranoside 
• 58846-77-8 n-decyl β-D-glucopyranoside 
• 78617-12-6 n-heptyl beta-D-glucopyranoside 
• 25320-91-6 propyl β-D-glucopyranoside 
• 5391-18-4 n-butyl β-D-glucopyranoside 
• 29836-26-8 n-octyl β-D-glucopyranoside 

Relevant articles and documents

Significantly Improved Equilibrium Yield of Long-Chain Alkyl Glucosides via Reverse Hydrolysis in a Water-Poor System Using Cross-Linked Almond Meal as a Cheap and Robust Biocatalyst

An array of ten β-D-glucopyranosides with varied alkyl chain lengths were enzymatically synthesized. It was found that for longer alkyl chains a lower initial rate and final yield of glucoside was obtained except for methyl glucoside because of the severe toxicity of methanol to the enzyme. From a thermodynamics point of view, the equilibrium constant and Gibbs free energy variation of the glucoside syntheses were systematically investigated. To improve the final yields of the glucosides containing long alkyl chains the equilibrium of the enzymatic glucoside synthesis was altered. The equilibrium yield of decyl β-D-glucoside increased from 1.9% to 6.1% when the water content was reduced from 10% to 5% (v/v) using tert-butanol as a cosolvent and 0.10 mol/L of glucose as a substrate. As for the other longer alkyl chain glucosides, heptyl β-D-glucoside was found to have significant surface activity as well.

POLYMER STABILIZER

A polymer stabilizer comprising the following alkoxy compound: the alkoxy compound: a compound obtained by alkoxylating at least one hydroxyl group contained in a compound of the following formula (1) containing one formyl group or carbonyl group and (n?1) hydroxyl groups in the molecule with an alkyl group having 1 to 12 carbon atoms: [in-line-formulae]CnH2nOn??(1)[/in-line-formulae] (wherein, n represents an integer of 3 or more).

Novel reaction systems for the synthesis of O-glucosides by enzymatic reverse hydrolysis

Our studies are presented to replace alcohols as solvents in reverse hydrolytic reactions catalyzed by immobilized β-glucosidase to synthesize O-substituted β-D-glucopyranosides in preparative-scale. We found that 1,2-diacetoxyethane is a suitable solvent and O-alkyl or aryl β-D-glucosides were synthesized in moderate yields (after isolation 12-19%). In these reactions proportion of glucose and glucosyl acceptor hydroxy compounds was 1:20. We suggest that 1,2-diacetoxyethane can be useful not only for alcohols but for other glucosyl donor compounds unsuitable for the role of solvent (e.g., phenols) in the synthesis of O-β-D-glucosides by reverse hydrolysis.