(3aS,6S,7R,7aR)-6-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

• ChemBase ID: 173831
• Molecular Formular: C9H16O5
• Molecular Mass: 204.22034
• Monoisotopic Mass: 204.09977361
• SMILES: C1[C@H]2[C@@H]([C@H]([C@H](O1)OC)O)OC(O2)(C)C
• Canonical SMILES: CO[C@H]1OC[C@H]2[C@@H]([C@H]1O)OC(O2)(C)C
• InChI: InChI=1S/C9H16O5/c1-9(2)13-5-4-12-8(11-3)6(10)7(5)14-9/h5-8,10H,4H2,1-3H3/t5-,6+,7-,8-/m0/s1
• InChIKey: KHWJEUGTHXRSES-YWIQKCBGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aS,6S,7R,7aR)-6-methoxy-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyran-7-ol
• IUPAC Traditional name: (3aS,6S,7R,7aR)-6-methoxy-2,2-dimethyl-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-7-ol
• Synonyms: Methyl 3,4-O-(1-Methylethylidene)-β-L-arabinopyranoside; NSC 69871; Methyl 3,4-Isopropylidene-β-L-arabinopyranoside

Database IDs

• CAS Number: 6960-39-0
• PubChem SID: 164229741
• PubChem CID: 11095716

CALCULATED PROPERTIES

• Acid pKa: 12.35967
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.043346785
• LogD (pH = 7.4): 0.043342084
• Log P: 0.043346845
• Molar Refractivity: 46.9191 cm^3
• Polarizability: 19.370415 Å^3
• Polar Surface Area: 57.15 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Orange Oil

DETAILS

Toronto Research Chemicals - M314530

Patulin intermediate.

REFERENCES

• Tsuda, Y., et al.: Chem. Pharm. Bull., 38, 1983 (1991)
• Akagi, M., et al.: Chem. Pharm. Bull., 50, 866 (1991)