(4aR,7R,8R,8aR)-7-acetamido-2-phenyl-6-[(trichloroethanimidoyl)oxy]-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate

• ChemBase ID: 158877
• Molecular Formular: C24H23Cl3N2O7
• Molecular Mass: 557.80762
• Monoisotopic Mass: 556.05708413
• SMILES: [C@H]1([C@@H](C(O[C@@H]2COC(O[C@H]12)c1ccccc1)OC(=N)C(Cl)(Cl)Cl)NC(=O)C)OC(=O)c1ccccc1
• Canonical SMILES: CC(=O)N[C@@H]1C(O[C@H]2[C@@H]([C@@H]1OC(=O)c1ccccc1)OC(OC2)c1ccccc1)OC(=N)C(Cl)(Cl)Cl
• InChI: InChI=1S/C24H23Cl3N2O7/c1-13(30)29-17-19(34-20(31)14-8-4-2-5-9-14)18-16(33-22(17)36-23(28)24(25,26)27)12-32-21(35-18)15-10-6-3-7-11-15/h2-11,16-19,21-22,28H,12H2,1H3,(H,29,30)/t16-,17-,18+,19-,21?,22?/m1/s1
• InChIKey: KXEHVNPBAPICIP-MLXPMVFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,7R,8R,8aR)-7-acetamido-2-phenyl-6-[(trichloroethanimidoyl)oxy]-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• IUPAC Traditional name: (4aR,7R,8R,8aR)-7-acetamido-2-phenyl-6-[(trichloroethanimidoyl)oxy]-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl benzoate
• Synonyms: 2-(Acetylamino)-2-deoxy-3-O-benzoyl-4,6-O-benzylidene-D-galactopyranose Trichloroacetimidate

Database IDs

• CAS Number: 390400-47-2
• PubChem SID: 162253012
• PubChem CID: 71312725

CALCULATED PROPERTIES

• Acid pKa: 10.83722
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 4.609411
• LogD (pH = 7.4): 4.6127286
• Log P: 4.6129136
• Molar Refractivity: 141.1373 cm^3
• Polarizability: 51.75686 Å^3
• Polar Surface Area: 116.17 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A150840

Intermediate in the preparation of STn epitope