N-[(5R)-4-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxan-5-yl]ethanediamide

• ChemBase ID: 165904
• Molecular Formular: C14H24N2O7
• Molecular Mass: 332.34956
• Monoisotopic Mass: 332.15835112
• SMILES: [C@H]1([C@@H](OC(O1)(C)C)C1OC(OC[C@H]1NC(=O)C(=O)N)(C)C)CO
• Canonical SMILES: OC[C@H]1OC(O[C@H]1C1OC(C)(C)OC[C@H]1NC(=O)C(=O)N)(C)C
• InChI: InChI=1S/C14H24N2O7/c1-13(2)20-6-7(16-12(19)11(15)18)9(22-13)10-8(5-17)21-14(3,4)23-10/h7-10,17H,5-6H2,1-4H3,(H2,15,18)(H,16,19)/t7-,8-,9?,10-/m1/s1
• InChIKey: YWPRNYBJWWVHMH-XKSJUCENSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(5R)-4-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxan-5-yl]ethanediamide
• IUPAC Traditional name: N-[(5R)-4-[(4S,5R)-5-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyl-1,3-dioxan-5-yl]ethanediamide
• Synonyms: 2-Deoxy-1,3:4,5-di-O-isopropylidene-2-oxamoylamino-D-mannitol

Database IDs

• CAS Number: 128741-75-3
• PubChem SID: 162260037
• PubChem CID: 58722245

CALCULATED PROPERTIES

• Acid pKa: 11.873539
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -1.4605534
• LogD (pH = 7.4): -1.4605659
• Log P: -1.4605533
• Molar Refractivity: 77.536 cm^3
• Polarizability: 31.100872 Å^3
• Polar Surface Area: 129.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ether; Ethyl Acetate; Methanol
• Apperance: White Foam

DETAILS

Toronto Research Chemicals - D232825

Intermediate in the preparation of Kifunensine,

REFERENCES

• Kayakiri, H., et al.: Chem. Pharm. Bull., 39, 1392 (1991)