[(2R,3R,4S)-3,4,5-tris(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate

• ChemBase ID: 178219
• Molecular Formular: C14H18O9
• Molecular Mass: 330.28732
• Monoisotopic Mass: 330.09508216
• SMILES: [C@@H]1([C@@H](C(=CO[C@H]1COC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1OC=C([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H18O9/c1-7(15)19-5-11-13(22-9(3)17)14(23-10(4)18)12(6-20-11)21-8(2)16/h6,11,13-14H,5H2,1-4H3/t11-,13-,14-/m1/s1
• InChIKey: CSRHQVSHQIAMPP-MRVWCRGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3R,4S)-3,4,5-tris(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate
• IUPAC Traditional name: [(2R,3R,4S)-3,4,5-tris(acetyloxy)-3,4-dihydro-2H-pyran-2-yl]methyl acetate
• Synonyms: 1,5-Anhydro-D-arabino-hex-1-enitol 2,3,4,6-Tetraacetate; 1-Deoxy-D-arabino-hex-1-enopyranose Tetraacetate; 2,3,4,6-Tetra-O-acetyl-1-deoxy-D-arabino-hex-1-enopyranose; 2,3,4,6-Tetra-O-acetyl-2-hydroxy-D-glucal

Database IDs

• CAS Number: 3366-47-0
• PubChem SID: 164234129
• PubChem CID: 2734738

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -1.0739845
• LogD (pH = 7.4): -1.0739845
• Log P: -1.0739845
• Molar Refractivity: 72.2774 cm^3
• Polarizability: 29.604713 Å^3
• Polar Surface Area: 114.43 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T282450

A D-glucal derivative.

REFERENCES

• Sugino, K., et al.: Biosci., Biotechnol., Biochem., 72, 2092 (2008)