(2R,3R,11R,12R)-2-N,2-N,3-N,3-N,11-N,11-N,12-N,12-N-octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxamide

• ChemBase ID: 165041
• Molecular Formular: C24H44N4O10
• Molecular Mass: 548.62696
• Monoisotopic Mass: 548.30574363
• SMILES: [C@H]1(OCCOCCO[C@H]([C@@H](OCCOCCO[C@H]1C(=O)N(C)C)C(=O)N(C)C)C(=O)N(C)C)C(=O)N(C)C
• Canonical SMILES: CN(C(=O)[C@@H]1OCCOCCO[C@@H](C(=O)N(C)C)[C@@H](OCCOCCO[C@H]1C(=O)N(C)C)C(=O)N(C)C)C
• InChI: InChI=1S/C24H44N4O10/c1-25(2)21(29)17-18(22(30)26(3)4)36-14-10-34-12-16-38-20(24(32)28(7)8)19(23(31)27(5)6)37-15-11-33-9-13-35-17/h17-20H,9-16H2,1-8H3/t17-,18-,19-,20-/m1/s1
• InChIKey: JCBZYAQCLZKNFP-UAFMIMERSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,11R,12R)-2-N,2-N,3-N,3-N,11-N,11-N,12-N,12-N-octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxamide
• IUPAC Traditional name: (2R,3R,11R,12R)-2-N,2-N,3-N,3-N,11-N,11-N,12-N,12-N-octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxamide
• Synonyms: [2R-(2R*,3R*,11R*,12R*)]-N,N,N',N',N'',N'',N''',N'''-Octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane-2,3,11,12-tetracarboxamide; (+)-(18-Crown-6)-2,3,11,12-tetracarboxamide

Database IDs

• CAS Number: 57207-22-4
• PubChem SID: 162259174
• PubChem CID: 12246512

CALCULATED PROPERTIES

• Acid pKa: 13.009092
• H Acceptors: 10
• H Donor: 0
• LogD (pH = 5.5): -2.9604566
• LogD (pH = 7.4): -2.9604576
• Log P: -2.9604566
• Molar Refractivity: 136.043 cm^3
• Polarizability: 53.4514 Å^3
• Polar Surface Area: 136.62 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: White Powder
• Melting Point: 183-190°C

REFERENCES

• Behr., J-P, et al.: Helvetica Chimica Acta., 65 (6)
• 182, 1853 (6)
• Dutton, P.J., et al.: Can. J. Chem., 66, 1097 (6)
• Wenzel, T.J., et al.: Tetrahedron Lett., 41, 3769 (2000)