1-[(2R,4R,5R)-4-hydroxy-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 149843
• Molecular Formular: C29H28N2O5
• Molecular Mass: 484.54302
• Monoisotopic Mass: 484.19982201
• SMILES: Cc1cn(c(=O)[nH]c1=O)[C@H]1C[C@H]([C@H](O1)COC(c1ccccc1)(c1ccccc1)c1ccccc1)O
• Canonical SMILES: O[C@@H]1C[C@@H](O[C@@H]1COC(c1ccccc1)(c1ccccc1)c1ccccc1)n1cc(C)c(=O)[nH]c1=O
• InChI: InChI=1S/C29H28N2O5/c1-20-18-31(28(34)30-27(20)33)26-17-24(32)25(36-26)19-35-29(21-11-5-2-6-12-21,22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,18,24-26,32H,17,19H2,1H3,(H,30,33,34)/t24-,25-,26-/m1/s1
• InChIKey: FZDHVUVGQXVYOP-TWJOJJKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,4R,5R)-4-hydroxy-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(2R,4R,5R)-4-hydroxy-5-[(triphenylmethoxy)methyl]oxolan-2-yl]-5-methyl-3H-pyrimidine-2,4-dione
• Synonyms: 5′-O-Trityl-2′-deoxy-β-D-lyxofuranosylthymine; 5′-O-三苯代甲基-2′-脱氧-β-D-呋喃来苏糖基胸苷

Database IDs

• CAS Number: 55612-11-8
• EC Number: 407-120-6
• MDL Number: MFCD00134202
• PubChem SID: 24862245; 162244005
• PubChem CID: 11755083

CALCULATED PROPERTIES

• Acid pKa: 9.960286
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.681013
• LogD (pH = 7.4): 4.679848
• Log P: 4.681028
• Molar Refractivity: 135.2134 cm^3
• Polarizability: 52.477596 Å^3
• Polar Surface Area: 88.1 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 246-248 °C(lit.)
• Optical Rotation: [α]20/D -39°, c = 0.5 in DMF

Safety Information

• German water hazard class: 1
• Risk Statements: 53
• Safety Statements: 61
• GHS Hazard statements: H413
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C29H28N2O5

DETAILS

Sigma Aldrich - 361674

Packaging
1 g in glass bottle