1-[(3aS,4R,6R)-2,2,6-trimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 165990
• Molecular Formular: C12H15FN2O5
• Molecular Mass: 286.2563032
• Monoisotopic Mass: 286.09649981
• SMILES: [C@H]12C([C@H](O[C@H]1n1cc(c(=O)[nH]c1=O)F)C)OC(O2)(C)C
• Canonical SMILES: C[C@H]1O[C@H]([C@@H]2C1OC(O2)(C)C)n1cc(F)c(=O)[nH]c1=O
• InChI: InChI=1S/C12H15FN2O5/c1-5-7-8(20-12(2,3)19-7)10(18-5)15-4-6(13)9(16)14-11(15)17/h4-5,7-8,10H,1-3H3,(H,14,16,17)/t5-,7?,8+,10-/m1/s1
• InChIKey: OQHBEPUPFFEDIQ-JPUAMRISSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3aS,4R,6R)-2,2,6-trimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-5-fluoro-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(3aS,4R,6R)-2,2,6-trimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-5-fluoro-3H-pyrimidine-2,4-dione
• Synonyms: 5'-Deoxy-5-fluoro-2',3'-O-(1-methylethylidene)uridine; 5'-Deoxy-2',3'-O-isopropylidene-5-fluorouridine

Database IDs

• CAS Number: 66335-39-5
• PubChem SID: 162260123
• PubChem CID: 71315498

CALCULATED PROPERTIES

• Acid pKa: 7.6742043
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.5306703
• LogD (pH = 7.4): 0.35094303
• Log P: 0.53353536
• Molar Refractivity: 63.4318 cm^3
• Polarizability: 24.917328 Å^3
• Polar Surface Area: 77.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D239940

Intermediate for the preparation of 5’-Deoxy-5-fluorouridine.