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  7. 2,3-O-Isopropylidene-D-erythronolactone, 98%, Thermo Scientific Chemicals

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

Catalog No. p-7043286
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AAJ6687103 1 g
AAJ6687106 5 g
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Catalog No. AAJ6687103 Supplier Thermo Scientific Chemicals Supplier No. J6687103
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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.

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

Specifications

Melting Point 67°C to 69°C
Color White
Quantity 1 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

RUO – Research Use Only