tert-butyl (4aR,7S,8R,8aR)-7-acetamido-8-hydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate

• ChemBase ID: 158863
• Molecular Formular: C20H28N2O6
• Molecular Mass: 392.44612
• Monoisotopic Mass: 392.19473663
• SMILES: [C@H]12[C@@H]([C@@H](CN([C@@H]1COC(O2)c1ccccc1)C(=O)OC(C)(C)C)NC(=O)C)O
• Canonical SMILES: CC(=O)N[C@@H]1CN(C(=O)OC(C)(C)C)[C@H]2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C20H28N2O6/c1-12(23)21-14-10-22(19(25)28-20(2,3)4)15-11-26-18(27-17(15)16(14)24)13-8-6-5-7-9-13/h5-9,14-18,24H,10-11H2,1-4H3,(H,21,23)/t14-,15+,16+,17+,18?/m0/s1
• InChIKey: FXVJOFLORWKFHJ-QHBCJLDCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (4aR,7S,8R,8aR)-7-acetamido-8-hydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• IUPAC Traditional name: tert-butyl (4aR,7S,8R,8aR)-7-acetamido-8-hydroxy-2-phenyl-hexahydro-2H-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• Synonyms: 2-Acetamido-4,6-O-benzylidene-N-(tert-butoxycarbonyl)-1,2,5-trideoxy-1,5-imino-D-glucitol

Database IDs

• CAS Number: 1221795-90-9
• PubChem SID: 162252998
• PubChem CID: 14890668

CALCULATED PROPERTIES

• Acid pKa: 13.34055
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.2744936
• LogD (pH = 7.4): 1.2744935
• Log P: 1.2744939
• Molar Refractivity: 99.5544 cm^3
• Polarizability: 39.832603 Å^3
• Polar Surface Area: 97.33 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Foam
• Melting Point: 188-189°C