β-D-Glucose pentaacetate

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
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
InChIKey	LPTITAGPBXDDGR-XJGFBQBWSA-N
LogP	0.634 (est)
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

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

Provider	Language
beta-D-Glucose pentaacetate	English
SigmaAldrich	English
ACROS	English
ALFA	English

β-D-Glucose pentaacetate Usage And Synthesis

Chemical Properties	white to beige powder
Uses	beta-D-Glucose pentaacetate was reported to stimulate insulin release in rat pancreatic islets.
Uses	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.
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.]

β-D-Glucose pentaacetate Preparation Products And Raw materials

Raw materials	D-Gulopyranose-->Glucose pentaacetate-->β-D-Mannopyranose
Preparation Products	beta-D-Glucopyranosylamine-->2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSYL TRICHLOROACETIMIDATE-->BENZYL ALPHA-D-GLUCOPYRANOSIDE-->1-AZIDO-1-DEOXY-BETA-D-GLUCOPYRANOSIDE-->1-AZIDO-2,3,4,6-TETRA-O-ACETYL-BETA-D-GLUCOSE-->ACETAGASTRODINE-->N-NONYL-BETA-D-GLUCOPYRANOSIDE-->ETHYLVANILLINBETA-D-GLUCOPYRANOSIDE

Acetyl-resveratrol Glucose oxidase Tocopheryl acetate Linalyl acetate β-D-Glucose pentaacetate Acetylacetone D(+)-Glucose ETHYL-BIS-(SODIUMTETRAZOYLAZO)ACETATE D-Glucose monohydrate POLY(VINYL ACETATE) CORN SYRUP Acetyl chloride Acetyl coenzyme A sodium salt Amyl acetate Vinyl acetate glucopyranose Pentachlorophenol Glucose pentaacetate

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