[(3aR,5R,6S,7R,7aR)-6,7-bis(acetyloxy)-2-methyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]oxazol-5-yl]methyl acetate

• ChemBase ID: 174381
• Molecular Formular: C14H19NO8
• Molecular Mass: 329.30256
• Monoisotopic Mass: 329.11106657
• SMILES: [C@@H]1([C@@H]([C@H]2[C@H](O[C@H]1COC(=O)C)OC(=N2)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H]2OC(=N[C@H]2[C@H]([C@@H]1OC(=O)C)OC(=O)C)C
• InChI: InChI=1S/C14H19NO8/c1-6-15-11-13(22-9(4)18)12(21-8(3)17)10(5-19-7(2)16)23-14(11)20-6/h10-14H,5H2,1-4H3/t10-,11-,12-,13-,14+/m1/s1
• InChIKey: WZFQZRLQMXZMJA-KSTCHIGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(3aR,5R,6S,7R,7aR)-6,7-bis(acetyloxy)-2-methyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]oxazol-5-yl]methyl acetate
• IUPAC Traditional name: [(3aR,5R,6S,7R,7aR)-6,7-bis(acetyloxy)-2-methyl-3aH,5H,6H,7H,7aH-pyrano[3,2-d][1,3]oxazol-5-yl]methyl acetate
• Synonyms: 2-Methyl-4,5-(3,4,6-tri-O-acetyl-2-deoxy-α-D-glucopyrano)-Δ2-oxazoline

Database IDs

• CAS Number: 35954-65-5
• PubChem SID: 164230291
• PubChem CID: 9883925

CALCULATED PROPERTIES

• Acid pKa: 13.192914
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): -0.44619635
• LogD (pH = 7.4): -0.4461904
• Log P: -0.44618958
• Molar Refractivity: 71.4908 cm^3
• Polarizability: 29.7567 Å^3
• Polar Surface Area: 109.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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