(1R,2R,7S,9S)-4,12-diphenyl-3,5,11,13-tetraoxa-8-azatricyclo[7.4.0.02,7]tridecane

• ChemBase ID: 166903
• Molecular Formular: C20H21NO4
• Molecular Mass: 339.38504
• Monoisotopic Mass: 339.14705816
• SMILES: [C@@H]12[C@@H](N[C@@H]3[C@H]1OC(OC3)c1ccccc1)COC(O2)c1ccccc1
• Canonical SMILES: C1OC(O[C@@H]2[C@H]1N[C@@H]1[C@H]2OC(OC1)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C20H21NO4/c1-3-7-13(8-4-1)19-22-11-15-17(24-19)18-16(21-15)12-23-20(25-18)14-9-5-2-6-10-14/h1-10,15-21H,11-12H2/t15-,16-,17+,18+,19?,20?/m0/s1
• InChIKey: TZZNORDFNLLOEI-KCNXKABGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,7S,9S)-4,12-diphenyl-3,5,11,13-tetraoxa-8-azatricyclo[7.4.0.0^2,^7]tridecane
• IUPAC Traditional name: (1R,2R,7S,9S)-4,12-diphenyl-3,5,11,13-tetraoxa-8-azatricyclo[7.4.0.0^2,^7]tridecane
• Synonyms: 1,3:4,6-Di-O-benzylidene-2,5-dideoxy-2,5-imino-L-iditol (Mixture of Diastereomers)

Database IDs

• CAS Number: 1246812-42-9
• PubChem SID: 162261036
• PubChem CID: 10958723

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.6994845
• LogD (pH = 7.4): 2.3959267
• Log P: 3.4444153
• Molar Refractivity: 90.3416 cm^3
• Polarizability: 36.746765 Å^3
• Polar Surface Area: 48.95 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Powder
• Melting Point: 144-146°C

REFERENCES

• Kessel, D., et al.: Photochem. Photobiol., 55, 397 (1992)