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2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE

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2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE Basic information

Product Name:
2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE
Synonyms:
  • (3aR,6aR)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-one
  • 2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE
  • Furo[3,4-d]-1,3-dioxol-4(3aH)-one, dihydro-2,2-dimethyl-, (3aR,6aR)-
  • 2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTOL
  • (-)-2,3-O-ISOPROPYLIDENE-D-ERYTHRONO-LACTONE
  • (-)-2,3-O-Isopropylidene-D-erythronolactone
  • (3aR,6aR)-Dihydro-2,2-diMethyl-furo[3,4-d]-1,3-dioxol-4(3aH)-one
  • D-2,3-O-Isopropylidene-erythronic Acid γ-Lactone
CAS:
25581-41-3
MF:
C7H10O4
MW:
158.15
Product Categories:
  • Heterocycles
  • Chiral Reagents
  • Biochemistry
  • Erythrose
  • O-Substituted Sugars
  • Sugar Acids
  • Sugars
  • Carbohydrate Synthesis
  • Monosaccharides
  • Specialty Synthesis
Mol File:
25581-41-3.mol
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2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE Chemical Properties

Melting point:
67-69 °C(lit.)
Boiling point:
259.7±35.0 °C(Predicted)
Density 
1?+-.0.06 g/cm3(Predicted)
refractive index 
-117 ° (C=1, H2O)
storage temp. 
Inert atmosphere,Room Temperature
solubility 
Chloroform (Slightly), Water (Slightly)
form 
Powder
color 
White to Off-white
optical activity
[α]20/D 118°, c = 1 in H2O
Water Solubility 
Soluble in water
BRN 
1282952
CAS DataBase Reference
25581-41-3(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
2932.20.5050

MSDS

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2,3-O-ISOPROPYLIDENE-D-ERYTHRONOLACTONE Usage And Synthesis

Uses

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.

Uses

Undergoes Aldol condensations with silyl ketene acetals. Employed in spiroannulated carbohydrate synthesis. Convergent syntheses of a hydroxylated indolizidine, carbohydrate substituted benzoquinones, and of the oxazole segment of calyculin have been accomplished using this chiral synthon.

Uses

As a chiral synthon, 2,3-O-Isopropylidene-D-erythronolactone can be used for the synthesis of certain natural products such as the leukotrienes.

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