1-[(2S,4R,5S)-5-{[(tert-butyldimethylsilyl)oxy]methyl}-4-hydroxyoxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 75432
• Molecular Formular: C16H28N2O5Si
• Molecular Mass: 356.48942
• Monoisotopic Mass: 356.17674854
• SMILES: n1([C@H]2O[C@@H](CO[Si](C(C)(C)C)(C)C)[C@@H](C2)O)c(=O)[nH]c(=O)c(c1)C
• Canonical SMILES: O[C@@H]1C[C@H](O[C@H]1CO[Si](C(C)(C)C)(C)C)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C16H28N2O5Si/c1-10-8-18(15(21)17-14(10)20)13-7-11(19)12(23-13)9-22-24(5,6)16(2,3)4/h8,11-13,19H,7,9H2,1-6H3,(H,17,20,21)/t11-,12+,13+/m1/s1
• InChIKey: IJWIJLIIOKZJMS-AGIUHOORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2S,4R,5S)-5-{[(tert-butyldimethylsilyl)oxy]methyl}-4-hydroxyoxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2S,4R,5S)-5-{[(tert-butyldimethylsilyl)oxy]methyl}-4-hydroxyoxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: 5'-O-tert-Butyldimethylsilylthymidine 97%

Database IDs

• CAS Number: 40733-28-6
• MDL Number: MFCD01631041
• PubChem SID: 162040350
• PubChem CID: 44717046

CALCULATED PROPERTIES

• Acid pKa: 9.960286
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.865185
• LogD (pH = 7.4): 1.8640149
• Log P: 1.8652
• Molar Refractivity: 85.2601 cm^3
• Polarizability: 35.94456 Å^3
• Polar Surface Area: 88.1 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198°C

Safety Information

• Storage Warning: Irritant