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

• ChemBase ID: 165905
• Molecular Formular: C10H16F2O5
• Molecular Mass: 254.2278464
• Monoisotopic Mass: 254.09658005
• SMILES: C1[C@H]([C@H](O)C(F)(C(=O)OCC)F)OC(O1)(C)C
• Canonical SMILES: CCOC(=O)C([C@H]([C@H]1COC(O1)(C)C)O)(F)F
• InChI: InChI=1S/C10H16F2O5/c1-4-15-8(14)10(11,12)7(13)6-5-16-9(2,3)17-6/h6-7,13H,4-5H2,1-3H3/t6-,7+/m1/s1
• InChIKey: OUFRYOWGFSOSEY-RQJHMYQMSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 95058-93-8
• PubChem SID: 162260038
• PubChem CID: 13477296

CALCULATED PROPERTIES

• Acid pKa: 11.366341
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.9088835
• LogD (pH = 7.4): 0.90883726
• Log P: 0.9088841
• Molar Refractivity: 52.8138 cm^3
• Polarizability: 21.014221 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol

DETAILS

Toronto Research Chemicals - D232830

Intermediate in the preparation of ribose sugar derivatives.