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Thermo Scientific Chemicals
2,3-O-Isopropylidene-D-erythronolactone, 98%, Thermo Scientific Chemicals
For use in spiroannulated carbohydrate synthesis
| Catalog Number | Quantity |
|---|---|
| J66871.06 also known as J66871-06 | 5 g |
Chemical Identifiers
CAS25581-41-3
IUPAC Name2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one
Molecular FormulaC7H10O4
InChI KeyWHPSMBYLYRPVGU-UHFFFAOYNA-N
SMILESCC1(C)OC2COC(=O)C2O1
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Specifications
Specification Sheet
Specification SheetProton NMRConforms to structure
FormPowder
Thin Layer Chromatography≥ 98 %
Color (APHA)White to off white
Carbon-13 NMRConforms to structure
It undergoes Aldol condensations with silyl ketene acetals.1 Employed in spiroannulated carbohydrate synthesis.2 Convergent syntheses of a hydroxylated indolizidine,3 carbohydrate substituted benzoquinones,4 and of the oxazole segment of calyculin5 have been accomplished using this chiral synthon.
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 undergoes Aldol condensations with silyl ketene acetals.1 Employed in spiroannulated carbohydrate synthesis.2 Convergent syntheses of a hydroxylated indolizidine,3 carbohydrate substituted benzoquinones,4 and of the oxazole segment of calyculin5 have been accomplished using this chiral synthon.
Solubility
Soluble in water
Notes
Store at room temperature. Incompatible with heat, oxidizing agents.
It undergoes Aldol condensations with silyl ketene acetals.1 Employed in spiroannulated carbohydrate synthesis.2 Convergent syntheses of a hydroxylated indolizidine,3 carbohydrate substituted benzoquinones,4 and of the oxazole segment of calyculin5 have been accomplished using this chiral synthon.
Solubility
Soluble in water
Notes
Store at room temperature. Incompatible with heat, oxidizing agents.
RUO – Research Use Only
Jason L. McCartney.; Christopher T. Meta.; Robert M. Cicchillo.; Matthew D. Bernardina.; Timothy R. Wagner.; Peter Norris. Addition of Lithiated C-Nucleophiles to 2,3-O-Isopropylidene-d-erythronolactone: Stereoselective Formation of a Furanose C-Disaccharide.J. Org. Chem. 2003, 68 (26),10152-10155 .