ethyl N-[(3-hydroxy-2,4,4-trimethyl-1,3-oxazolidin-2-yl)methyl]carbamate

• ChemBase ID: 168307
• Molecular Formular: C10H20N2O4
• Molecular Mass: 232.2768
• Monoisotopic Mass: 232.14230713
• SMILES: C1OC(N(C1(C)C)O)(CNC(=O)OCC)C
• Canonical SMILES: CCOC(=O)NCC1(C)OCC(N1O)(C)C
• InChI: InChI=1S/C10H20N2O4/c1-5-15-8(13)11-6-10(4)12(14)9(2,3)7-16-10/h14H,5-7H2,1-4H3,(H,11,13)
• InChIKey: XJIFLIAKMYYWND-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-[(3-hydroxy-2,4,4-trimethyl-1,3-oxazolidin-2-yl)methyl]carbamate
• IUPAC Traditional name: ethyl N-[(3-hydroxy-2,4,4-trimethyl-1,3-oxazolidin-2-yl)methyl]carbamate
• Synonyms: 2-[[(Ethoxycarbonyl)amino]methyl]-2,4,4-trimethyl-3-oxazolidinyloxy; 2-[[(Ethoxycarbonyl)amino]methyl]-2-methyl Doxyl

Database IDs

• CAS Number: 663610-78-4
• PubChem SID: 162262439
• PubChem CID: 71316506

CALCULATED PROPERTIES

• Acid pKa: 14.008563
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.4758277
• LogD (pH = 7.4): 0.4758276
• Log P: 0.4758277
• Molar Refractivity: 58.1147 cm^3
• Polarizability: 23.23724 Å^3
• Polar Surface Area: 71.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E890485

Used in the synthesis of novel DOXYL labeling reagents with electrophilic groups.

REFERENCES

• Balthasar, W., et al.: Eur. J. Biochem., 22, 158 (1971)
• Jost, P., et al.: J. Mol. Biol., 59, 77 (1971)
• Krishna, M., et al.: J. Biol. Chem., , 271, 26026 (1971)