[(2S,3aR,6R,7S,7aR)-6,7-bis(acetyloxy)-2-methoxy-2-methyl-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate

• ChemBase ID: 178861
• Molecular Formular: C15H22O10
• Molecular Mass: 362.32918
• Monoisotopic Mass: 362.1212969
• SMILES: [C@H]12[C@H](OC([C@H]([C@@H]1OC(=O)C)OC(=O)C)COC(=O)C)O[C@@](O2)(C)OC
• Canonical SMILES: CO[C@]1(C)O[C@@H]2[C@H](O1)[C@@H](OC(=O)C)[C@@H](C(O2)COC(=O)C)OC(=O)C
• InChI: InChI=1S/C15H22O10/c1-7(16)20-6-10-11(21-8(2)17)12(22-9(3)18)13-14(23-10)25-15(4,19-5)24-13/h10-14H,6H2,1-5H3/t10?,11-,12+,13-,14-,15+/m1/s1
• InChIKey: AUVGRVGPAIFPSA-PBWWSOHRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2S,3aR,6R,7S,7aR)-6,7-bis(acetyloxy)-2-methoxy-2-methyl-hexahydro-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate
• IUPAC Traditional name: [(2S,3aR,6R,7S,7aR)-6,7-bis(acetyloxy)-2-methoxy-2-methyl-tetrahydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-yl]methyl acetate
• Synonyms: β-L-Idopyranose 3,4,6-Triacetate Cyclic 1,2-(Methyl orthoacetate); 3,4,6-Tri-O-acetyl-β-L-idopyranose Cyclic 1,2-(Methylorthoacetate)

Database IDs

• PubChem SID: 164234771
• PubChem CID: 71752663

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 0.422084
• LogD (pH = 7.4): 0.422084
• Log P: 0.422084
• Molar Refractivity: 77.0437 cm^3
• Polarizability: 32.33755 Å^3
• Polar Surface Area: 115.82 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; DMF; Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 92-95°C