(1R,6S,7R,11S,12R)-9,9,14,14-tetramethyl-8,10,13,15-tetraoxa-2,5-diazatetracyclo[10.4.0.02,6.07,11]hexadecane-3,4-dione

• ChemBase ID: 172135
• Molecular Formular: C14H20N2O6
• Molecular Mass: 312.3184
• Monoisotopic Mass: 312.13213637
• SMILES: O1C(O[C@@H]2[C@@H](C1)N1[C@@H]([C@@H]3[C@H]2OC(O3)(C)C)NC(=O)C1=O)(C)C
• Canonical SMILES: O=C1C(=O)N[C@H]2N1[C@@H]1COC(O[C@H]1[C@H]1[C@@H]2OC(O1)(C)C)(C)C
• InChI: InChI=1S/C14H20N2O6/c1-13(2)19-5-6-7(20-13)8-9(22-14(3,4)21-8)10-15-11(17)12(18)16(6)10/h6-10H,5H2,1-4H3,(H,15,17)/t6-,7-,8+,9+,10+/m1/s1
• InChIKey: FNXURXVDRNXPIM-ZJDVBMNYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,6S,7R,11S,12R)-9,9,14,14-tetramethyl-8,10,13,15-tetraoxa-2,5-diazatetracyclo[10.4.0.0^2,^6.0^7,^1^1]hexadecane-3,4-dione
• IUPAC Traditional name: (1R,6S,7R,11S,12R)-9,9,14,14-tetramethyl-8,10,13,15-tetraoxa-2,5-diazatetracyclo[10.4.0.0^2,^6.0^7,^1^1]hexadecane-3,4-dione
• Synonyms: (3aS,3bR,7aR,11aS,11bR)-Hexahydro-2,2,5,5-tetramethyl-7H-[1,3]dioxino[4,5-e]-1,3-dioxolo[4,5-c]imidazo[1,2-a]pyridine-9,10-dione; Kifunensine Diacetonide

Database IDs

• CAS Number: 134234-43-8
• PubChem SID: 164228045
• PubChem CID: 11602058

CALCULATED PROPERTIES

• Acid pKa: 10.209629
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -0.34027848
• LogD (pH = 7.4): -0.3408669
• Log P: -0.34027097
• Molar Refractivity: 71.8367 cm^3
• Polarizability: 29.007528 Å^3
• Polar Surface Area: 86.33 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMF; DMSO; Ethanol; Ethyl Acetate; Methanol
• Apperance: White Foam
• Melting Point: >280°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - K450100

Precursor to Kifunensine.

REFERENCES

• Kayakiri, H., et al.: Chem. Pharm. Bull., 39, 1378 (1991)