2,3-O-Isopropylidene-D-erythronolactone, 98%, Thermo Scientific Chemicals

Description

For use in spiroannulated carbohydrate synthesis

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.

Specifications

Chemical Identifiers

• CAS: 25581-41-3
• Molecular Formula: C7H10O4
• Molecular Weight (g/mol): 158.15
• MDL Number: MFCD00134440
• InChI Key: WHPSMBYLYRPVGU-UHFFFAOYNA-N
• Synonym: 2,3-o-isopropylidene-d-erythronolactone, --2,3-o-isopropylidene-d-erythronolactone, 3ar,6ar-2,2-dimethyldihydrofuro 3,4-d 1,3 dioxol-4 3ah-one, 3ar,6ar-2,2-dimethyl-6,6a-dihydro-3ah-furo 3,4-d 1,3 dioxol-4-one, 3ar,6ar-2,2-dimethyl-dihydro-3ah-furo 3,4-d 1,3 dioxol-4-one, pubchem19725, 2,3-o-isopropylidene-d-erythronolactol, d-2,3-o-isopropylidene-erythronic acid, a-lactone, 2-o,3-o-isopropylidene-d-erythronic acid gamma-lactone
• PubChem CID: 386843
• IUPAC Name: (3aR,6aR)-2,2-dimethyl-6,6a-dihydro-3aH-furo[3,4-d][1,3]dioxol-4-one
• SMILES: CC1(C)OC2COC(=O)C2O1

• Melting Point: 67°C to 69°C
• Color: White
• Quantity: 5 g
• Beilstein: 1282952
• Solubility Information: Soluble in water
• Optical Rotation: −118° (c=1 in Water)
• Formula Weight: 158.15
• Percent Purity: 98%
• Physical Form: Powder
• Chemical Name or Material: 2,3-O-Isopropylidene-D-erythronolactone

Safety and Handling

TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only