[(1R)-2-[(benzoyloxy)methyl]-3-hydroxycyclobutyl]methyl benzoate

• ChemBase ID: 162171
• Molecular Formular: C20H20O5
• Molecular Mass: 340.3698
• Monoisotopic Mass: 340.13107374
• SMILES: C1([C@@H](CC1O)COC(=O)c1ccccc1)COC(=O)c1ccccc1
• Canonical SMILES: OC1C[C@H](C1COC(=O)c1ccccc1)COC(=O)c1ccccc1
• InChI: InChI=1S/C20H20O5/c21-18-11-16(12-24-19(22)14-7-3-1-4-8-14)17(18)13-25-20(23)15-9-5-2-6-10-15/h1-10,16-18,21H,11-13H2/t16-,17?,18?/m0/s1
• InChIKey: JCLLKKWTDDEQAD-AOCRQIFASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R)-2-[(benzoyloxy)methyl]-3-hydroxycyclobutyl]methyl benzoate
• IUPAC Traditional name: [(1R)-2-[(benzoyloxy)methyl]-3-hydroxycyclobutyl]methyl benzoate
• Synonyms: [1S-(1α,2β,3β)]-3-Hydroxy-1,2-cyclobutanedimethanol 1,2-Dibenzoate; (1S,2S,3S)-2,3-Bis(benzoyloxymethyl)cyclobutanol

Database IDs

• CAS Number: 132294-17-8
• PubChem SID: 162256306
• PubChem CID: 71314028

CALCULATED PROPERTIES

• Acid pKa: 15.050129
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.280301
• LogD (pH = 7.4): 3.2803009
• Log P: 3.280301
• Molar Refractivity: 92.4193 cm^3
• Polarizability: 36.02683 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B410700

Intermediate in the preparation of carbocyclic nucleoside derivatives.

REFERENCES

• Bisacchi, G., et al.: J. Med. Chem., 34, 1415 (1991)