Diacetone-D-glucose

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Names

[ CAS No. ]:
582-52-5

[ Name ]:
Diacetone-D-glucose

[Synonym ]:
1,2:5,6-Bis-O-(1-methylethylidene)-D-glucofuranose
1,2:5,6-Diisopropylidene-D-glucofuranose
Diacetoneglucose
1,2_5,6-Diisopropylidene-.α.-D-glucofuranose
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

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

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

[ Melting Point ]:
107-110ºC

[ 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

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
LZ4958000
CAS REGISTRY NUMBER :
582-52-5
LAST UPDATED :
199709
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H20-O6
MOLECULAR WEIGHT :
260.32
WISWESSER LINE NOTATION :
T55 BO DO FOTJ C1 C1 HQ G- DT5O COTJ B1 B1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4 gm/kg
TOXIC EFFECTS :
Behavioral - analgesia
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 29,986,1979

Safety Information

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S24/25

[ WGK Germany ]:
2

[ RTECS ]:
LZ4958000

[ HS Code ]:
29329970

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 3-O-Benzyl-1,2,5,6-di-O-isopropylidene-alpha-D-glucofuranose
  • D-glucopyranose
  • 2,2-Dimethoxypropane
  • Acetone
  • (3R,4S)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-7,7-dimethyl-4-prop-2-enoxy-2,6,8-trioxabicyclo[3.3.0]octane
  • dextrose
  • 3-O-allyloxycarbonyl-1,2,5,6-di-O-isopropylidene-α-D-glucofuranose
  • 1,2:5,6-di-O-isopropylidene-3-O-(4-methoxybenzyl)-α-D-glucofuranose
  • 3-O-(2-azidomethyl)phenylacetyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

DownStream

  • O-Butanoyl-3 di-O-isopropylidene-1,2:5,6 alpha-D-glucofurannose [Frenc h]
  • 1,2,4,6-Tetra-O-acetyl-3-O-allyl-beta-D-glucopyranose
  • D-Glucopyranose,3-O-methyl-
  • [(2R,4R)-4-(2-amino-6-chloropurin-9-yl)thiolan-2-yl]methanol
  • a-D-Glucofuranose,1,2-O-(1-methylethylidene)-3-O-(phenylmethyl)-, diacetate (9CI)
  • D-Glucose-3-phosphatedisodiumsalt
  • 1,2:5,6-DI-O-ISOPROPYLIDENE-3-O-(2-THIAPROPYL)-ALPHA-D-GLUCOFURANOSE
  • Fagomine
  • alpha-D-Methylglucoside

Customs

[ HS Code ]: 29329970

Related Compounds

  • diacetone-D-glucose
  • diacetone-d-glucose
  • diacetone-D-glucose S(S)-methanesulfinate
  • lactose [d-glucose 1-14c]
  • O1-D-glucose-6-yl-β-D-glucopyranuronic acid
  • ALPHA-D-GLUCOSE-6-PHOSPHATE, MONOSODIUM SALT
  • 2-{[4-amino-5-(thiophene-2-sulfonyl)pyrimidin-2-yl]sulfanyl}-N-[(4-fluorophenyl)methyl]acetamide
  • 2-{[4-amino-5-(thiophene-2-sulfonyl)pyrimidin-2-yl]sulfanyl}-N-[(4-methoxyphenyl)methyl]acetamide
  • 2-((4-amino-5-(thiophen-2-ylsulfonyl)pyrimidin-2-yl)thio)-N-isopentylacetamide
  • 4-(Benzylsulfanyl)-2-phenylpyrazolo[1,5-a]pyrazine
  • 4-((2-Methylbenzyl)thio)-2-phenylpyrazolo[1,5-a]pyrazine
  • (2,2-Dichloro-1-((methoxycarbonyl)amino)vinyl)triphenylphosphonium iodide
  • Tetrakis(methylamino)phosphonium iodide
  • 4-[(2-Chlorobenzyl)thio]-2-phenylpyrazolo[1,5-a]pyrazine
  • 4-[(4-Chlorobenzyl)thio]-2-phenylpyrazolo[1,5-a]pyrazine
  • 4-[(2-Fluorobenzyl)thio]-2-phenylpyrazolo[1,5-a]pyrazine
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