Diacetoneglucose

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Names

[ Name ]:
Diacetoneglucose

[Synonym ]:
1,2:5,6-Bis-O-(1-methylethylidene)-D-glucofuranose
(3aR,5R,6R,6aR)-5-[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
1,2:5,6-Diisopropylidene-D-glucofuranose
Diacetoneglucose
diacetone-d-glucose
EINECS 209-486-0
MFCD00005544
(3aR,5S,6S,6aR)-5-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
a-D-Gulofuranose, 1,2:5,6-bis-O-(1-methylethylidene)

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
362.8±42.0 °C at 760 mmHg

[ Melting Point ]:
110-111ºC(lit.)

[ Molecular Formula ]:
C₁₂H₂₀O₆

[ Molecular Weight ]:
260.284

[ Flash Point ]:
173.2±27.9 °C

[ Exact Mass ]:
260.125977

[ PSA ]:
66.38000

[ LogP ]:
1.92

[ Vapour Pressure ]:
0.0±1.8 mmHg at 25°C

[ Index of Refraction ]:
1.483

[ Storage condition ]:
−20°C

Safety Information

[ Safety Phrases ]:
24/25

[ WGK Germany ]:
2

[ RTECS ]:
LZ4958000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

3-O-acetyl-1,2:5,6-di-O-isopropylidene-α-D-gulofuranoside
1,2:5,6-di-o-isopropylidene-alpha-d-ribo-3-hexulofuranose
a-D-Glucofuranose,1,2:5,6-bis-O-(1-methylethylidene)-, 3-(4-methylbenzenesulfonate)
Diacetone-D-glucose
Bromoethane
3-O-Acetyl-1,2:5,6-di-O-isopropylidene-α-D-erythrohexofuranen-(3)-ose
(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 2,2,2-trifluoro-1,1-diphenylethane-1-sulfonate
(3aR,5R,6S,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-(((2,2,2-trifluoro-1,1-diphenylethyl)thio)oxy)tetrahydrofuro[2,3-d][1,3]dioxole
(3aR,5R,6R,6aR)-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-yl 2-chloroacetate

DownStream

N6-Benzoyladenosine
3-O-Benzyl-1,2:5,6-di-O-isopropylidene-alpha-D-allofuranose
1,2:5,6-di-o-isopropylidene-alpha-d-ribo-3-hexulofuranose
Methyl-5-deoxy-2,3-O-isopropylidene-b-D-ribofuranoside
3-AZIDO-3-DEOXY-1,2:5,6-DI-O-ISOPROPYLIDENE-α-D-GLUCOFURANOSE
1,2-o-isopropylidene-3-o-benzoyl-d-allofuranose
3-fluoro-3-deoxy-d-glucopyranose
3-Acetamido-3-deoxy-D-glucose
3-O-BENZYL-1,2-O-ISOPROPYLIDENE-ALPHA-D-XYLO-PENTODIALDO-1,4-FURANOSE
a-D-Glucofuranose,3-deoxy-1,2:5,6-bis-O-(1-methylethylidene)-3-[[(phenylmethoxy)carbonyl]amino]-