β-D-Glucose pentaacetate

β-D-Glucose pentaacetate
  • CAS No.:604-69-3
Other grades of this product :
β-D-Glucose pentaacetate Basic information
Product Name:β-D-Glucose pentaacetate
Synonyms:Beta-Pentacetylglucose;PENTAACETYL-BETA-D-GLUCOSE;PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSIDE;PENTA-O-ACETYL-BETA-D-GLUCOPYRANOSE;1,2,3,4,6-Penta-O-acetylhexopyranose;beta-D-Glucopyranosyl pentaacetate;Glucopyranose, pentaacetate, beta-D-;Pentaacetyl-beta-D-glucopyranose
CAS:604-69-3
MF:C16H22O11
MW:390.34
EINECS:210-074-8
Product Categories:carbohydrate;Biochemistry;Glucose;O-Substituted Sugars;Sugars;Carbohydrates & Derivatives;Sugars, Carbohydrates & Glucosides;bc0001
Mol File:604-69-3.mol
β-D-Glucose pentaacetate Chemical Properties
Melting point 130-132 °C
alpha 5 º (c=1, CHCl3)
Boiling point 435.58°C (rough estimate)
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
optical activity[α]20/D +4.2°, c = 1 in chloroform
Water Solubility Soluble in chloroform and methanol. Insoluble in water.
BRN 98851
InChIKeyLPTITAGPBXDDGR-XJGFBQBWSA-N
CAS DataBase Reference604-69-3(CAS DataBase Reference)
NIST Chemistry ReferenceAcetyl 2,3,4,6-tetra-o-acetyl-«beta»-D-glucopyranoside(604-69-3)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 21-36/38-46-62-63
Safety Statements 24/25-53-36/37-26-25
WGK Germany 3
HS Code 29400090
MSDS Information
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beta-D-Glucose pentaacetate English
SigmaAldrich English
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β-D-Glucose pentaacetate Usage And Synthesis
Chemical Propertieswhite to beige powder
Usesbeta-D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets.
Usesβ-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.
Purification MethodsCrystallise 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.]

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