methyl 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-1H-1,2,4-triazole-3-carboxylate

• ChemBase ID: 171900
• Molecular Formular: C12H17N3O6
• Molecular Mass: 299.27988
• Monoisotopic Mass: 299.11173528
• SMILES: [C@H]12[C@H]([C@@H](O[C@@H]1CO)n1cnc(n1)C(=O)OC)OC(O2)(C)C
• Canonical SMILES: OC[C@H]1O[C@H]([C@H]2[C@@H]1OC(O2)(C)C)n1cnc(n1)C(=O)OC
• InChI: InChI=1S/C12H17N3O6/c1-12(2)20-7-6(4-16)19-10(8(7)21-12)15-5-13-9(14-15)11(17)18-3/h5-8,10,16H,4H2,1-3H3/t6-,7-,8-,10-/m1/s1
• InChIKey: YXQWAPJMSPHWBK-FDDDBJFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-1H-1,2,4-triazole-3-carboxylate
• IUPAC Traditional name: methyl 1-[(3aR,4R,6R,6aR)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-1,2,4-triazole-3-carboxylate
• Synonyms: 1-[2,3-O-(1-Methylethylidene)-β-D-ribofuranosyl]-1H-1,2,4-triazole-3-carboxylic Acid Methyl Ester; 1-[2,3-O-Isopropylidene-β-D-ribofuranosyl]-1,2,4-triazole-3-carboxylic Acid Methyl Ester

Database IDs

• CAS Number: 594860-43-2
• PubChem SID: 164227810
• PubChem CID: 12151803

CALCULATED PROPERTIES

• Acid pKa: 14.583703
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -0.062432088
• LogD (pH = 7.4): -0.062431905
• Log P: -0.062431876
• Molar Refractivity: 79.7283 cm^3
• Polarizability: 26.9364 Å^3
• Polar Surface Area: 104.93 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Colourless Solid

DETAILS

Toronto Research Chemicals - I825500

Protected Ribavirin impurity.

REFERENCES

• Wang, G., et al.: Nucleosides, Nucleotides & Nucleic Acids, 23, 317 (2004)