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D-Glucurone

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D-Glucurone Basic information

Product Name:
D-Glucurone
Synonyms:
  • D-Glucurono-6,3-lactone D-Glucuronic Acid Lactone D(+)-Glucurono-3,6-lactone D-(+)-Glucuronic acid γ-lactone Glucuronolactone
  • D-(+)-Glucuronolactone for synthesis
  • b-d-anhydroglucuronate
  • d-glucurono-gamma-lactone
  • D-Glucuronic acid, g-lactone
  • D-Glucorono-6,3-lactone
  • Glucorolactone
  • D(+)-Glucurono-3,6-lactone SynonyM: D-Glucurone
CAS:
32449-92-6
MF:
C6H8O6
MW:
176.12
EINECS:
251-053-3
Product Categories:
  • Biochemistry
  • Glucose
  • Miscellaneous Natural Products
  • Sugar Acids
  • Sugars
  • Dextrins、Sugar & Carbohydrates
  • Carbohydrates & Derivatives
  • API
  • carbohydrate
  • bulk drug material, food addictive
  • Halogenated Heterocycles
  • 32449-92-6
Mol File:
32449-92-6.mol
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D-Glucurone Chemical Properties

Melting point:
172-175 °C (lit.)
alpha 
19 º (c=10, H2O)
Boiling point:
227.71°C (rough estimate)
Density 
1,76 g/cm3
refractive index 
18.5 ° (C=5, H2O)
storage temp. 
Store below +30°C.
solubility 
water: soluble25mg/mL, clear, colorless
form 
Crystals or Crystalline Powder
pka
11.96±0.60(Predicted)
color 
White
Odor
at 100.00 %. very mild mentholic
Odor Type
mentholic
optical activity
[α]24/D +18.8°, c = 8 in H2O
Water Solubility 
SOLUBLE
Merck 
14,4467
BRN 
83595
InChIKey
OGLCQHRZUSEXNB-IEPORWDDSA-N
LogP
-3.457 (est)
CAS DataBase Reference
32449-92-6(CAS DataBase Reference)
EPA Substance Registry System
D-Glucuronolactone (32449-92-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
2
RTECS 
LZ8930000
TSCA 
Yes
HS Code 
29322980

MSDS

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D-Glucurone Usage And Synthesis

Chemical Properties

white crystals or crystalline powder

Uses

D-Glucurono-6,3-lactone is a glucuronic acid derivative studied for its effectiveness against canine hepatitis. It is utilized in the studies such as starting regent in the synthesis of 2,3,4,-tris(tert.-butyldimethysilyl) glucuronic acid trichloroethylester, required for the preparation of 1-O-acyl glucuronide of the anti-inflammatory drug ML-3000, synthesis of optically active glucopyranoses, synthesis of long-chain alkyl glucofuranosides.

Uses

D-Glucurone is a glucuronic acid derivative. It is used for treating canine hepatitis.

Definition

The γ-lactone of glucuronic acid. Found in plant gums and animal connective tissues.

General Description

D-(+)-Glucuronic acid γ-lactone (Glucourono-γ-lactone, Glucurone or Glycurone) is a carbohydrate derivative. It converted into L-ascorbic acid in animals and human body. Its molecule contains two five-membered rings. Its crystal structure has been studied.

Purification Methods

Dissolve the lactone or mixture of lactone and acid in H2O and concentrate on a steam bath until crystallisation begins. Cool rapidly to room temperature wih stirring. After 2hours the product is filtered off, washed with cold EtOH and dried to m 174-175o and [] D +19.8o (c 5.2, H2O). The amount of free acid can be obtained by titration of an ice-cold aqueous solution with standard alkali. It can be recrystallised from EtOH, EtOH/H2O or MeOH, and the highest recorded m is 180o. [Stacey J Chem Soc 1529 1939, Mehltretter et al. J Am Chem Soc 73 2424 1951, Beilstein 18 III/IV 3055, 18/5 V 33.]

D-Glucurone Preparation Products And Raw materials

Raw materials

D-GlucuroneSupplier

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