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Thermo Scientific Chemicals
2,3,4,6-Tetra-O-benzyl-alpha-D-glucopyranose, 98%
CAS: 6564-72-3 | C34H36O6 | 540.656 g/mol
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化學識別
CAS6564-72-3
IUPAC Name3,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-2-ol
Molecular FormulaC34H36O6
InChI KeyOGOMAWHSXRDAKZ-UHFFFAOYNA-N
SMILESOC1OC(COCC2=CC=CC=C2)C(OCC2=CC=CC=C2)C(OCC2=CC=CC=C2)C1OCC1=CC=CC=C1
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規格
規格表
規格表Appearance (Color)White to pale cream
FormCrystals or powder or crystalline powder
Identification (FTIR)Conforms
Melting Point (clear melt)149.0-156.0°C
Optical Rotation+48° to +50° (c=2 in dioxane)
It is the intermediate of Voglibose/Dapagliflozin. An important D-glucopyranose derivative for glucosylations and other reactions 1,2; Preparation of the α-glucopyranosyl chloride, synthesis of 1-C-α-D-glucopyranose derivatives.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
It is the intermediate of Voglibose/Dapagliflozin. An important D-glucopyranose derivative for glucosylations and other reactions 1,2; Preparation of the α-glucopyranosyl chloride, synthesis of 1-C-α-D-glucopyranose derivatives.
Solubility
Soluble in CHCl3. Insoluble in water.
Notes
Store in cool, dry place in a well sealed container. Store away from oxidizing agents.
It is the intermediate of Voglibose/Dapagliflozin. An important D-glucopyranose derivative for glucosylations and other reactions 1,2; Preparation of the α-glucopyranosyl chloride, synthesis of 1-C-α-D-glucopyranose derivatives.
Solubility
Soluble in CHCl3. Insoluble in water.
Notes
Store in cool, dry place in a well sealed container. Store away from oxidizing agents.
RUO – Research Use Only
General References:
- Philip E. Pfeffer; Edward S. Rothman; Gordon G. Moore. Stereochemical control in the acylation of 2,3,4,6-tetra-O-benzyl-D-glucopyranose. A route to 1-O-acyl-.alpha.- and -.beta.-D-glucopyranoses. J. Org. Chem. 1976, 41 (17), 2925-2927.
- Pietro Allevi; Pierangela Ciuffreda; Diego Colombo; Diego Monti; Giovanna Speranza and Paolo Manitto. The Wittig-Horner reaction on 2,3,4,6-tetra-O-benzyl-D-mannopyranose and 2,3,4,6-tetra -O-benzyl-D-glucopyranose. J. Chem. Soc., Perkin Trans. 1. 1989, (7), 1281-1283.