31460
1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose
purum, ≥98.0% (TLC)
Synonym(s):
D-Glucose diacetonide, Diacetone-D-glucose
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About This Item
Empirical Formula (Hill Notation):
C12H20O6
CAS Number:
Molecular Weight:
260.28
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
209-486-0
Beilstein/REAXYS Number:
84386
MDL number:
grade
purum
Quality Level
assay
≥98.0% (TLC)
optical activity
[α]20/D −11.5±1°, c = 5% in ethanol
mp
110-111 °C (lit.)
SMILES string
CC1(C)OC[C@@H](O1)[C@H]2O[C@@H]3OC(C)(C)O[C@@H]3[C@H]2O
InChI
1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1
InChI key
KEJGAYKWRDILTF-JDDHQFAOSA-N
Other Notes
Important protected derivative of glucose; the 3-OH group can be directly manipulated, the 5,6-O-isopropylidene protection is selectively cleavable; oxidation and reduction of the 3-OH leads to an allofuranose derivative; review
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Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
涉药品监管产品
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Yoon-Suk Kang et al.
Infection and immunity, 87(8) (2019-06-05)
Brucella is an intracellular bacterial pathogen that causes chronic systemic infection in domesticated livestock and poses a zoonotic infectious risk to humans. The virulence of Brucella is critically dependent on its ability to replicate and survive within host macrophages. Brucella
S. Iacono et al.
Organic Syntheses, 64, 57-57 (1986)
Guylaine M Defossemont et al.
Carbohydrate research, 338(6), 563-565 (2003-04-02)
The synthesis and characterisation of a novel chiral bicyclic oxacaprolactone is reported. The choice of diisopropylidene-D-glucose as a starting material allowed selective introduction of the synthetic equivalent necessary for the formation of the seven-membered ring of the lactone, i.e., one
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 31460-25G-F | 04061833416877 |
| 31460-100G-F | 04061838348678 |