[2-(benzyloxy)-2-oxoethyl](4-phenylbutyl)phosphinic acid

• ChemBase ID: 161619
• Molecular Formular: C19H23O4P
• Molecular Mass: 346.357281
• Monoisotopic Mass: 346.13339585
• SMILES: c1cccc(c1)COC(=O)CP(=O)(CCCCc1ccccc1)O
• Canonical SMILES: O=C(CP(=O)(CCCCc1ccccc1)O)OCc1ccccc1
• InChI: InChI=1S/C19H23O4P/c20-19(23-15-18-12-5-2-6-13-18)16-24(21,22)14-8-7-11-17-9-3-1-4-10-17/h1-6,9-10,12-13H,7-8,11,14-16H2,(H,21,22)
• InChIKey: GVDMCYBWLREELG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(benzyloxy)-2-oxoethyl](4-phenylbutyl)phosphinic acid
• IUPAC Traditional name: 2-(benzyloxy)-2-oxoethyl(4-phenylbutyl)phosphinic acid
• Synonyms: [Hydroxy(4-phenylbutyl)phosphinyl]acetic Acid; Benzyl Hydroxy(4-phenylbutyl)phosphinoacetate

Database IDs

• CAS Number: 87460-09-1
• PubChem SID: 162255754
• PubChem CID: 13187470

CALCULATED PROPERTIES

• Acid pKa: 1.7336289
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.044768
• LogD (pH = 7.4): 1.0315709
• Log P: 3.2952
• Molar Refractivity: 94.8028 cm^3
• Polarizability: 37.215233 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 65-67°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B279945

Intermediate in the synthesis of angiotensin and fosinopril. Impurity in the preparation of Fosinopril Sodium.

REFERENCES

• Anderson, N. et al.; Org. Proc Res. and Develop 1, 315 (1997)