[(1R,9R,10R)-4-methyl-5-oxo-8,11-dioxa-2,6-diazatricyclo[7.2.1.02,7]dodeca-3,6-dien-10-yl]methyl benzoate

• ChemBase ID: 161287
• Molecular Formular: C17H16N2O5
• Molecular Mass: 328.31934
• Monoisotopic Mass: 328.10592162
• SMILES: [C@@H]12C[C@@H](O[C@@H]1COC(=O)c1ccccc1)n1c(nc(=O)c(c1)C)O2
• Canonical SMILES: O=C(c1ccccc1)OC[C@H]1O[C@@H]2C[C@H]1Oc1n2cc(c(=O)n1)C
• InChI: InChI=1S/C17H16N2O5/c1-10-8-19-14-7-12(24-17(19)18-15(10)20)13(23-14)9-22-16(21)11-5-3-2-4-6-11/h2-6,8,12-14H,7,9H2,1H3/t12-,13-,14-/m1/s1
• InChIKey: WUQUVOAMQGVMKB-MGPQQGTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,9R,10R)-4-methyl-5-oxo-8,11-dioxa-2,6-diazatricyclo[7.2.1.0^2,^7]dodeca-3,6-dien-10-yl]methyl benzoate
• IUPAC Traditional name: [(1R,9R,10R)-4-methyl-5-oxo-8,11-dioxa-2,6-diazatricyclo[7.2.1.0^2,^7]dodeca-3,6-dien-10-yl]methyl benzoate
• Synonyms: (2R,3R,5R)-3-[(Benzoyloxy)methyl]-2,3-dihydro-8-methyl-2,5-methano-5H,9H-pyrimido[2,1-b][1,5,3]dioxazepin-9-one; 2,3'-Anhydro-5'-O-benzoylthymidine; 5'-O-Benzoyl-2,3'-anhydrothymidine

Database IDs

• CAS Number: 70838-44-7
• PubChem SID: 162255422
• PubChem CID: 11023922

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 2.5245516
• LogD (pH = 7.4): 2.5245516
• Log P: 2.5245516
• Molar Refractivity: 82.4436 cm^3
• Polarizability: 32.29159 Å^3
• Polar Surface Area: 77.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B207980

An intermediate in the preparation of anti-HIV pharmaceuticals

REFERENCES

• Naimi, E., et al.: J. Med. Chem., 46, 995 (2003)