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D7600

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

98%

Synonym(s):

1,2,5,6-diisopropylidene-D-glucose, D-Glucose diacetonide, Diacetone-D-glucose

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About This Item

Empirical Formula (Hill Notation):
C12H20O6
CAS Number:
582-52-5
Molecular Weight:
260.28
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
24894140
EC Number:
209-486-0
Beilstein/REAXYS Number:
84386
MDL number:
MFCD00005544
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Quality Segment

200

assay

98%

form

powder

optical activity

[α]20/D −18°, c = 1% in H2O

mp

109-113 °C (lit.)

SMILES string

[H][C@@]1(O[C@H]2O[C@@H](O[C@@H]2[C@H]1O)C(Cl)(Cl)Cl)[C@H]3COC(C)(C)O3

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

Application

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose can be used as a starting material to prepare:
  • Biologically active L-acovenose, 6-deoxy-L-idose and, carbanucleoside enantiomers.
  • Vinyl ether-based chiral carbohydrate synthon by reacting with acetylene using superbase catalytic systems.
  • Fluoro-thiofuranosyl nucleosides of biological importance.

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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)

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