[(3aR,6S)-5-[(benzoyloxy)methyl]-6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methyl benzoate

• ChemBase ID: 161293
• Molecular Formular: C23H24O8
• Molecular Mass: 428.43186
• Monoisotopic Mass: 428.14711773
• SMILES: [C@@H]1(C(O[C@@H]2OC(OC12)(C)C)(COC(=O)c1ccccc1)COC(=O)c1ccccc1)O
• Canonical SMILES: O=C(c1ccccc1)OCC1(COC(=O)c2ccccc2)O[C@H]2C([C@H]1O)OC(O2)(C)C
• InChI: InChI=1S/C23H24O8/c1-22(2)29-17-18(24)23(31-21(17)30-22,13-27-19(25)15-9-5-3-6-10-15)14-28-20(26)16-11-7-4-8-12-16/h3-12,17-18,21,24H,13-14H2,1-2H3/t17?,18-,21-/m0/s1
• InChIKey: DIPIPCAFIWGEHH-VLQCZPCNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aR,6S)-5-[(benzoyloxy)methyl]-6-hydroxy-2,2-dimethyl-tetrahydro-2H-furo[2,3-d][1,3]dioxol-5-yl]methyl benzoate
• IUPAC Traditional name: [(3aR,6S)-5-[(benzoyloxy)methyl]-6-hydroxy-2,2-dimethyl-dihydro-3aH-furo[2,3-d][1,3]dioxol-5-yl]methyl benzoate
• Synonyms: 5-Benzoyl-4-benzoyloxymethyl-1,2-O-isopropylidene-α-D-xylofuranose

Database IDs

• CAS Number: 153914-97-7
• PubChem SID: 162255428
• PubChem CID: 57370097

CALCULATED PROPERTIES

• Acid pKa: 12.737448
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 3.6244867
• LogD (pH = 7.4): 3.6244848
• Log P: 3.6244867
• Molar Refractivity: 107.9938 cm^3
• Polarizability: 42.969006 Å^3
• Polar Surface Area: 100.52 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: White Crystalline Solid
• Melting Point: 148-150°C