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

• ChemBase ID: 161593
• Molecular Formular: C18H25NO6
• Molecular Mass: 351.3942
• Monoisotopic Mass: 351.16818753
• SMILES: [C@H]1(C(CN(C2[C@H]1OC(OC2)c1ccccc1)C(=O)OC(C)(C)C)O)O
• Canonical SMILES: OC1CN(C(=O)OC(C)(C)C)C2[C@H]([C@@H]1O)OC(OC2)c1ccccc1
• InChI: InChI=1S/C18H25NO6/c1-18(2,3)25-17(22)19-9-13(20)14(21)15-12(19)10-23-16(24-15)11-7-5-4-6-8-11/h4-8,12-16,20-21H,9-10H2,1-3H3/t12?,13?,14-,15-,16?/m1/s1
• InChIKey: VRFOIPNJKUIHCS-CWCWQXAUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: tert-butyl (8R,8aR)-7,8-dihydroxy-2-phenyl-octahydro-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• IUPAC Traditional name: tert-butyl (8R,8aR)-7,8-dihydroxy-2-phenyl-hexahydro-2H-[1,3]dioxino[5,4-b]pyridine-5-carboxylate
• Synonyms: [2R-(2α,4aα,7α,8β,8aβ)]-Hexahydro-7,8-dihydroxy-2-phenyl-5H-1,3-dioxino[5,4-b]pyridine-5-carboxylic Acid 1,1-Dimethylethyl Ester; 4,6-O-Benzylidene-N-(tert-butoxycarbonyl)-1,5-imino-D-glucitol

Database IDs

• CAS Number: 133697-16-2
• PubChem SID: 162255728
• PubChem CID: 46783429

CALCULATED PROPERTIES

• Acid pKa: 13.029886
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.5625291
• LogD (pH = 7.4): 1.5625281
• Log P: 1.5625291
• Molar Refractivity: 88.4531 cm^3
• Polarizability: 35.5565 Å^3
• Polar Surface Area: 88.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 162-164°C