1,3-diethyl 2-[2-(2,4-difluorophenyl)prop-2-en-1-yl]propanedioate

• ChemBase ID: 167432
• Molecular Formular: C16H18F2O4
• Molecular Mass: 312.3085264
• Monoisotopic Mass: 312.1173155
• SMILES: c1c(ccc(c1F)C(=C)CC(C(=O)OCC)C(=O)OCC)F
• Canonical SMILES: CCOC(=O)C(C(=O)OCC)CC(=C)c1ccc(cc1F)F
• InChI: InChI=1S/C16H18F2O4/c1-4-21-15(19)13(16(20)22-5-2)8-10(3)12-7-6-11(17)9-14(12)18/h6-7,9,13H,3-5,8H2,1-2H3
• InChIKey: ICXSWEPRNMGYGO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-diethyl 2-[2-(2,4-difluorophenyl)prop-2-en-1-yl]propanedioate
• IUPAC Traditional name: 1,3-diethyl 2-[2-(2,4-difluorophenyl)prop-2-en-1-yl]propanedioate
• Synonyms: 2-[2-(2,4-Difluorophenyl)-2-propen-1-yl]propanedioic Acid 1,3-Diethyl Ester; 2-(2,4-Difluorophenyl)-2-propenyl-propanedioic Acid Diethyl Ester

Database IDs

• CAS Number: 159276-62-7
• PubChem SID: 162261565
• PubChem CID: 9904855

CALCULATED PROPERTIES

• Acid pKa: 15.713631
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.6037247
• LogD (pH = 7.4): 3.6037247
• Log P: 3.6037247
• Molar Refractivity: 76.6536 cm^3
• Polarizability: 29.551191 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol

DETAILS

Toronto Research Chemicals - D445890

Intermediate in the preparation of Posaconazole.

REFERENCES

• Saksena, A., et al.: Biorg. Med. Chem. Lett., 4, 2023 (1994)
• Weber, H., et al.: Biotechnol. Lett., 17, 803 (1994)