ethyl (3S)-3-(benzoyloxy)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-difluoropropanoate

• ChemBase ID: 165903
• Molecular Formular: C17H20F2O6
• Molecular Mass: 358.3339064
• Monoisotopic Mass: 358.1227948
• SMILES: C1[C@H]([C@H](OC(=O)c2ccccc2)C(F)(C(=O)OCC)F)OC(O1)(C)C
• Canonical SMILES: CCOC(=O)C([C@H]([C@H]1COC(O1)(C)C)OC(=O)c1ccccc1)(F)F
• InChI: InChI=1S/C17H20F2O6/c1-4-22-15(21)17(18,19)13(12-10-23-16(2,3)25-12)24-14(20)11-8-6-5-7-9-11/h5-9,12-13H,4,10H2,1-3H3/t12-,13+/m1/s1
• InChIKey: OMWGKDXWCKGRHY-OLZOCXBDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (3S)-3-(benzoyloxy)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-difluoropropanoate
• IUPAC Traditional name: ethyl (3S)-3-(benzoyloxy)-3-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-2,2-difluoropropanoate
• Synonyms: 2-Deoxy-2,2-difluoro-4,5-O-(1-methylethylidene)-D-threo-pentonic Acid Ethyl Ester Benzoate; 2-Deoxy-2,2-difluoro-4,5-O-isopropylidene-D-threo-pentonic Acid Ethyl Ester Benzoate

Database IDs

• CAS Number: 143234-92-8
• PubChem SID: 162260036
• PubChem CID: 15673512

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.4041839
• LogD (pH = 7.4): 3.4041839
• Log P: 3.4041839
• Molar Refractivity: 82.6358 cm^3
• Polarizability: 32.400887 Å^3
• Polar Surface Area: 71.06 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D232820

Intermediate in the preparation of ribose sugar derivatives.