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D-Glucal
96%
Synonym(e):
1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol
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CHF 34.20
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CHF 289.00
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1 G
CHF 34.20
10 G
CHF 289.00
About This Item
Empirische Formel (Hill-System):
C6H10O4
CAS-Nummer:
Molekulargewicht:
146.14
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.22
Empfohlene Produkte
Qualitätsniveau
Assay
96%
Form
solid
Optische Aktivität
[α]21/D −7°, c = 1.9 in H2O
Verunreinigungen
<1% methyl alcohol
mp (Schmelzpunkt)
58-60 °C (lit.)
Lagertemp.
2-8°C
SMILES String
OC[C@H]1OC=C[C@@H](O)[C@@H]1O
InChI
1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6+/m1/s1
InChIKey
YVECGMZCTULTIS-PBXRRBTRSA-N
Anwendung
Important building block for both solution- and solid-phase synthesis of oligosaccharides.[1]
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Zielorgane
Respiratory system
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Flammpunkt (°F)
Not applicable
Flammpunkt (°C)
Not applicable
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Xi-Kai Cui et al.
Carbohydrate research, 358, 19-22 (2012-08-03)
2-Deoxyglycosides were synthesized in high α-selectivity by the direct addition of alcohols to D-glucal and D-galactal catalyzed by TMSI and PPh(3). The acid labile isopropylidene group is tolerated under this condition.
A possible catalytic role of pyridoxal-5'-phosphate in a general acid base catalyzed reaction of D-glucal with glycogen phosphorylases.
E J Helmreich et al.
Progress in clinical and biological research, 102 Pt C, 23-35 (1982-01-01)
Syed Khalid Yousuf et al.
The Journal of organic chemistry, 75(9), 3097-3100 (2010-04-13)
Novel one-pot three- and four-component transformations of D-glucal to furan-based hydroxy triazole glycoconjugates have been achieved by sequential addition of reagents in the presence of Cu(OTf)(2)-Cu powder as catalysts. In general the carbohydrate-derived products were formed with high diastereomeric purity.
G T Bida et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 25(12), 1327-1334 (1984-12-01)
The reaction of [F-18]F2 with D-glucal in water proceeds sufficiently mildly at room temperature to present marked regiospecificity. After hydrolysis, analysis by Fourier-transform 19F-NMR showed the product to consist of a mixture of 2-fluoro-2-deoxy-D-glucose (2-FDG) and 2-fluoro-2-deoxy-D-mannose (2-FDM) in a
Valeria Di Bussolo et al.
The Journal of organic chemistry, 69(25), 8702-8708 (2004-12-04)
6-O-Trityl- (1a) and 6-(O-benzyl)-substituted epoxide (1b) derived from D-glucal were examined in their addition reactions with O-, C-, N-, and S-nucleophiles. A 1,4-regio- and beta-stereoselective or an anti 1,2-addition pathway is commonly observed depending on the ability of the nucleophile
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