methyl 2-{[(4aR,6S,7R,8R,8aS)-6-(benzyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoate

• ChemBase ID: 161334
• Molecular Formular: C26H31NO8
• Molecular Mass: 485.52624
• Monoisotopic Mass: 485.20496696
• SMILES: [C@H]1([C@@H]([C@H](O[C@H]2[C@H]1OC(OC2)c1ccccc1)OCc1ccccc1)NC(=O)C)OC(C)C(=O)OC
• Canonical SMILES: COC(=O)C(O[C@H]1[C@@H]2OC(OC[C@H]2O[C@@H]([C@H]1NC(=O)C)OCc1ccccc1)c1ccccc1)C
• InChI: InChI=1S/C26H31NO8/c1-16(24(29)30-3)33-23-21(27-17(2)28)26(31-14-18-10-6-4-7-11-18)34-20-15-32-25(35-22(20)23)19-12-8-5-9-13-19/h4-13,16,20-23,25-26H,14-15H2,1-3H3,(H,27,28)/t16?,20-,21-,22-,23-,25?,26+/m1/s1
• InChIKey: ZDYOCWILIJFUOR-BZBCYRLZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{[(4aR,6S,7R,8R,8aS)-6-(benzyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoate
• IUPAC Traditional name: methyl 2-{[(4aR,6S,7R,8R,8aS)-6-(benzyloxy)-7-acetamido-2-phenyl-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}propanoate
• Synonyms: Benzyl 2-Acetamido-3-O-(1-carboxyethyl Methy Ester)4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside(Mixture of Diastereomers)

Database IDs

• PubChem SID: 162255469
• PubChem CID: 54542119

CALCULATED PROPERTIES

• Acid pKa: 12.477998
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 3.1478722
• LogD (pH = 7.4): 3.1478693
• Log P: 3.1478727
• Molar Refractivity: 123.3709 cm^3
• Polarizability: 49.73093 Å^3
• Polar Surface Area: 101.55 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Tetrahydrofuran
• Apperance: Pale Yellow Solid

Safety Information

• Storage Condition: Refrigerator, under inert atmosphere