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

• ChemBase ID: 158849
• Molecular Formular: C22H30N2O7
• Molecular Mass: 434.4828
• Monoisotopic Mass: 434.20530131
• SMILES: [C@H]12[C@@H]([C@@H](CN([C@@H]1COC(O2)c1ccccc1)C(=O)OC(C)(C)C)NC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1[C@H](NC(=O)C)CN([C@H]2[C@H]1OC(OC2)c1ccccc1)C(=O)OC(C)(C)C
• InChI: InChI=1S/C22H30N2O7/c1-13(25)23-16-11-24(21(27)31-22(3,4)5)17-12-28-20(15-9-7-6-8-10-15)30-19(17)18(16)29-14(2)26/h6-10,16-20H,11-12H2,1-5H3,(H,23,25)/t16-,17+,18+,19+,20?/m0/s1
• InChIKey: WSSWCNOMZDCKSM-BJKADDSPSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1221795-92-1
• PubChem SID: 162252984
• PubChem CID: 14890678

CALCULATED PROPERTIES

• Acid pKa: 13.766662
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.715619
• LogD (pH = 7.4): 1.7156192
• Log P: 1.7156193
• Molar Refractivity: 108.7059 cm^3
• Polarizability: 43.684303 Å^3
• Polar Surface Area: 103.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 230-231°C dec.