N-[(4aR,6R,7R,8R,8aS)-6-(benzyloxy)-8-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide

• ChemBase ID: 161332
• Molecular Formular: C23H27NO6
• Molecular Mass: 413.46358
• Monoisotopic Mass: 413.18383759
• SMILES: [C@H]12[C@@H]([C@@H]([C@@H](O[C@@H]1COC(O2)c1ccccc1)OCc1ccccc1)NC(=O)C)OC
• Canonical SMILES: CO[C@H]1[C@@H]2OC(OC[C@H]2O[C@H]([C@H]1NC(=O)C)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C23H27NO6/c1-15(25)24-19-21(26-2)20-18(14-28-22(30-20)17-11-7-4-8-12-17)29-23(19)27-13-16-9-5-3-6-10-16/h3-12,18-23H,13-14H2,1-2H3,(H,24,25)/t18-,19-,20-,21-,22?,23-/m1/s1
• InChIKey: ABWUPDKLMGPJJS-NUVHBUHMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(4aR,6R,7R,8R,8aS)-6-(benzyloxy)-8-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• IUPAC Traditional name: N-[(4aR,6R,7R,8R,8aS)-6-(benzyloxy)-8-methoxy-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-7-yl]acetamide
• Synonyms: Benzyl 2-Acetamido-4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-glucopyranoside

Database IDs

• CAS Number: 116696-66-3
• PubChem SID: 162255467
• PubChem CID: 71313733

CALCULATED PROPERTIES

• Acid pKa: 12.554041
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 2.9552307
• LogD (pH = 7.4): 2.9552283
• Log P: 2.955231
• Molar Refractivity: 108.0233 cm^3
• Polarizability: 43.402027 Å^3
• Polar Surface Area: 75.25 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: Tan Solid
• Melting Point: 170-176°C