2',2',5,5-tetramethyl-tetrahydrospiro[1,4-dioxolane-2,6'-furo[2,3-d][1,3]dioxole]

• ChemBase ID: 133076
• Molecular Formular: C11H18O5
• Molecular Mass: 230.25762
• Monoisotopic Mass: 230.11542368
• SMILES: CC1(OCC2(O1)COC1C2OC(O1)(C)C)C
• Canonical SMILES: CC1(C)OC2C(O1)C1(CO2)COC(O1)(C)C
• InChI: InChI=1S/C11H18O5/c1-9(2)13-6-11(16-9)5-12-8-7(11)14-10(3,4)15-8/h7-8H,5-6H2,1-4H3
• InChIKey: WGCOBUGUSFKJSL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2',2',5,5-tetramethyl-tetrahydrospiro[1,4-dioxolane-2,6'-furo[2,3-d][1,3]dioxole]
• IUPAC Traditional name: 2',2',5,5-tetramethyl-dihydro-3'aH-spiro[1,4-dioxolane-2,6'-furo[2,3-d][1,3]dioxole]
• Synonyms: α-D-Apiose diacetonide; 1,2:3,5-Di-O-isopropylidene-α-D-apiose

Database IDs

• CAS Number: 25904-06-7
• MDL Number: MFCD00038410
• PubChem SID: 162227353; 24893305
• PubChem CID: 4526019

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.9666466
• LogD (pH = 7.4): 0.9666466
• Log P: 0.9666466
• Molar Refractivity: 54.5943 cm^3
• Polarizability: 22.373707 Å^3
• Polar Surface Area: 46.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - D0890

Application
Di-O-isopropylidene-α-D-apiose may be used in the organic synthesis of conformationally semirigid diacylglycerol (DAG) analogues embedded into five-membered ring lactones.