(3aR,4S,5S,6R,7R,7aS)-4,6,7-tris(acetyloxy)-2-sulfanylidene-hexahydro-2H-1,3-benzodioxol-5-yl acetate

• ChemBase ID: 178228
• Molecular Formular: C15H18O10S
• Molecular Mass: 390.36242
• Monoisotopic Mass: 390.06206778
• SMILES: [C@@H]1([C@H]([C@H]([C@H]([C@H]2[C@@H]1OC(=S)O2)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](OC(=O)C)[C@H](OC(=O)C)[C@@H]2[C@H]([C@@H]1OC(=O)C)OC(=S)O2
• InChI: InChI=1S/C15H18O10S/c1-5(16)20-9-10(21-6(2)17)12(23-8(4)19)14-13(24-15(26)25-14)11(9)22-7(3)18/h9-14H,1-4H3/t9-,10+,11-,12+,13+,14-
• InChIKey: OGDPAADFSHXROB-QSWPVVRKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4S,5S,6R,7R,7aS)-4,6,7-tris(acetyloxy)-2-sulfanylidene-hexahydro-2H-1,3-benzodioxol-5-yl acetate
• IUPAC Traditional name: (3aR,4S,5S,6R,7R,7aS)-4,6,7-tris(acetyloxy)-2-sulfanylidene-hexahydro-1,3-benzodioxol-5-yl acetate
• Synonyms: myo-Inositol Cyclic 1,2-carbonothioate 3,4,5,6-tetraacetate; DL-myo-Inositol Cyclic 1,2-Carbonothioate 3,4,5,6-Tetraacetate; DL-myo-Inositol Cyclic 1,2-(thiocarbonate) 3,4,5,6-Tetraacetate; 3,4,5,6-Tetra-O-acetyl myo-Inositol-1,2-thiocarbonate

Database IDs

• CAS Number: 25348-62-3
• PubChem SID: 164234138
• PubChem CID: 71752396

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 0.4513552
• LogD (pH = 7.4): 0.4513552
• Log P: 0.4513552
• Molar Refractivity: 82.8857 cm^3
• Polarizability: 35.13147 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T282980

3,4,5,6-Tetra-O-acetyl myo-Inositol-1,2-thiocarbonate is used in the synthesis of Conduritol B epoxide.

REFERENCES

• Z. Physiol. Chem., 349, 767 (1968)
• Biochem. Biophys. Res. Commun., 67, 85 (1968)
• Biochem. Biophys. Res. Commun., 152, 155 (1988).