(1R)-2-(acetyloxy)-1-[(2S,3S,4R)-3,4,5-tris(acetyloxy)oxolan-2-yl]ethyl acetate

• ChemBase ID: 169537
• Molecular Formular: C16H22O11
• Molecular Mass: 390.33928
• Monoisotopic Mass: 390.11621152
• SMILES: [C@H]1([C@@H](OC([C@@H]1OC(=O)C)OC(=O)C)[C@H](COC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]([C@@H]1OC([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C16H22O11/c1-7(17)22-6-12(23-8(2)18)13-14(24-9(3)19)15(25-10(4)20)16(27-13)26-11(5)21/h12-16H,6H2,1-5H3/t12?,13-,14-,15+,16?/m0/s1
• InChIKey: JRZQXPYZEBBLPJ-KEPFICHZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R)-2-(acetyloxy)-1-[(2S,3S,4R)-3,4,5-tris(acetyloxy)oxolan-2-yl]ethyl acetate
• IUPAC Traditional name: (1R)-2-(acetyloxy)-1-[(2S,3S,4R)-3,4,5-tris(acetyloxy)oxolan-2-yl]ethyl acetate
• Synonyms: D-Galactofuranose 1,2,3,5,6-Pentaacetate; D-Galactofuranose Pentaacetate

Database IDs

• CAS Number: 62181-82-2
• PubChem SID: 162263669
• PubChem CID: 71317023

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.72691214
• LogD (pH = 7.4): -0.72691214
• Log P: -0.72691214
• Molar Refractivity: 81.6809 cm^3
• Polarizability: 34.419 Å^3
• Polar Surface Area: 140.73 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - G138000

Protected D-Galactofuranose.

REFERENCES

• Lopez, G., et al.: Bioorg. Med. Chem. Lett., 17, 434 (2007)