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HomeProduct name listβ-D-Glucose pentaacetate

β-D-Glucose pentaacetate

Synonym(s):1,2,3,4,6-Penta-O-acetyl-β-D-glucopyranose;beta-D-Glucose pentaacetate

  • CAS NO.:604-69-3
  • Empirical Formula: C16H22O11
  • Molecular Weight: 390.34
  • MDL number: MFCD00006597
  • EINECS: 210-074-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 13:32:20
β-D-Glucose pentaacetate Structural

What is β-D-Glucose pentaacetate?

Chemical properties

white to beige powder

The Uses of β-D-Glucose pentaacetate

β-D-Glucose Pentaacetate is used in biochemical reaction and also used as an active pharmaceutical intermediate. Further, it is used to stimulate insulin release in rat pancreatic islets.

The Uses of β-D-Glucose pentaacetate

beta-D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets.

What are the applications of Application

β-D-Glucose Pentaacetate is an enantiomer of D-glucose pentaacetate

Definition

ChEBI: Beta-d-glucose pentaacetate is an organooxygen compound. It is functionally related to a hexacarboxylic acid.

Purification Methods

Crystallise the pentaacetate from MeOH or EtOH. It is best purified by recrystallising 160g from 1L of hot 95% EtOH (charcoal) and filtering hot. It is important that as soon as the temperature of the filtrate cools to ~20o it is filtered off. Note that some -D-isomer will crystallise out if a prolonged crystallisation period is allowed. Further crystallisation in this manner and drying in a vacuum over CaCl2 will give pure -D-anomer which has m 132o, [] D 20 + 4o (c 5, CHCl3). [Wolfrom & Thompson Methods in Carbohydrate Chemistry II 212 1963, Academic Press, Krahl & Cori Biochemical Preparations 1 33 1955, Beilstein 17/7 V 319.]

Properties of β-D-Glucose pentaacetate

Melting point: 130-132 °C
Boiling point: 435.58°C (rough estimate)
alpha  5 º (c=1, CHCl3)
Density  1,274 g/cm3
refractive index  4.5 ° (C=5, CHCl3)
storage temp.  Inert atmosphere,Room Temperature
solubility  chloroform: 0.1 g/mL, clear, colorless
form  Crystalline Powder
color  White to off-white
Odor at 100.00?%. odorless
optical activity [α]20/D +4.2°, c = 1 in chloroform
Water Solubility  Soluble in chloroform and methanol. Insoluble in water.
BRN  98851
CAS DataBase Reference 604-69-3(CAS DataBase Reference)
NIST Chemistry Reference Acetyl 2,3,4,6-tetra-o-acetyl-«beta»-D-glucopyranoside(604-69-3)

Safety information for β-D-Glucose pentaacetate

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H314:Skin corrosion/irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P310:Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for β-D-Glucose pentaacetate

InChIKey LPTITAGPBXDDGR-XJGFBQBWSA-N

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