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MilliporeSigma

D7600

Sigma-Aldrich

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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25 G
$50.28

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$50.28

About This Item

Empirical Formula (Hill Notation):
C12H20O6
CAS Number:
Molecular Weight:
260.28
Beilstein/REAXYS Number:
84386
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.22

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$50.28

List Price$54.30Save 7%
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In StockDetails


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Quality Level

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

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This Item
31460158968310824
assay

98%

assay

≥98.0% (TLC)

assay

96%

assay

99% (CP)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

200

form

powder

form

-

form

powder or crystals

form

powder

mp

109-113 °C (lit.)

mp

110-111 °C (lit.)

mp

153-156 °C (lit.)

mp

150-152 °C (lit.)

optical activity

[α]20/D −18°, c = 1% in H2O

optical activity

[α]20/D −11.5±1°, c = 5% in ethanol

optical activity

[α]20/D +52°, c = 10 in H2O

optical activity

[α]25/D +52.0°, c = 2 in H2O (trace NH4OH)

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[1] and, carbanucleoside enantiomers.[2]
  • Vinyl ether-based chiral carbohydrate synthon by reacting with acetylene using superbase catalytic systems.[3]
  • Fluoro-thiofuranosyl nucleosides of biological importance.[4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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