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

• ChemBase ID: 171916
• Molecular Formular: C12H16N2O6
• Molecular Mass: 284.26524
• Monoisotopic Mass: 284.10083624
• SMILES: n1([C@H]2[C@@H]3C([C@H](O2)CO)OC(O3)(C)C)ccc(=O)[nH]c1=O
• Canonical SMILES: OC[C@H]1O[C@H]([C@@H]2C1OC(O2)(C)C)n1ccc(=O)[nH]c1=O
• InChI: InChI=1S/C12H16N2O6/c1-12(2)19-8-6(5-15)18-10(9(8)20-12)14-4-3-7(16)13-11(14)17/h3-4,6,8-10,15H,5H2,1-2H3,(H,13,16,17)/t6-,8?,9+,10-/m1/s1
• InChIKey: GFDUSNQQMOENLR-HZRXXTQPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3aS,4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d][1,3]dioxol-4-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 1-[(3aS,4R,6R)-6-(hydroxymethyl)-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl]-3H-pyrimidine-2,4-dione
• Synonyms: 2',3'-O-Isopropylideneuridine; 2',3'-Isopropylideneuridine; 2',3-'邻异亚丙基尿苷

Database IDs

• CAS Number: 362-43-6
• EC Number: 206-647-7
• MDL Number: MFCD00034509
• Beilstein Number: 32671
• PubChem SID: 164227826
• PubChem CID: 57369664

CALCULATED PROPERTIES

• Acid pKa: 9.701324
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.71284455
• LogD (pH = 7.4): -0.71495736
• Log P: -0.71281755
• Molar Refractivity: 64.7726 cm^3
• Polarizability: 25.759104 Å^3
• Polar Surface Area: 97.33 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Hot Ethanol; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 161-162°C; 165-166°C

Safety Information

• Storage Condition: -20°C Freezer
• TSCA Listed: 否

DETAILS

Toronto Research Chemicals - I869000

A useful precursor for the preparation of nucleic acids.