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

• ChemBase ID: 161594
• Molecular Formular: C25H31NO8S
• Molecular Mass: 505.58054
• Monoisotopic Mass: 505.17703796
• SMILES: [C@H]1(C(CN(C2[C@H]1OC(OC2)c1ccccc1)C(=O)OC(C)(C)C)OS(=O)(=O)c1ccc(cc1)C)O
• Canonical SMILES: O[C@@H]1C(CN(C2[C@H]1OC(OC2)c1ccccc1)C(=O)OC(C)(C)C)OS(=O)(=O)c1ccc(cc1)C
• InChI: InChI=1S/C25H31NO8S/c1-16-10-12-18(13-11-16)35(29,30)34-20-14-26(24(28)33-25(2,3)4)19-15-31-23(32-22(19)21(20)27)17-8-6-5-7-9-17/h5-13,19-23,27H,14-15H2,1-4H3/t19?,20?,21-,22-,23?/m1/s1
• InChIKey: CXRUUTCENMQYHA-AGBOTNNSSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 162255729
• PubChem CID: 57369178

CALCULATED PROPERTIES

• Acid pKa: 13.051384
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 4.126641
• LogD (pH = 7.4): 4.12664
• Log P: 4.126641
• Molar Refractivity: 126.3958 cm^3
• Polarizability: 51.130943 Å^3
• Polar Surface Area: 111.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid-Foam
• Melting Point: 60°C