David R. Weyna, D. Loveless, Cory Bottone
Jan 30, 2007
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Phosphorus, Sulfur, and Silicon and the Related Elements
Abstract
Benzyl 5-(diisopropoxyphosphoryl)pentanoate (benzyl diisopropyl 5-phosphonopentanoate) was synthesized from 5-bromopentanoic acid in three steps. The first step esterified 5-bromopentanoic acid with benzyl alcohol, the second step was a Finkelstein halogen exchange with sodium iodide, and the third step was a Michaelis–Arbuzov reaction. This compound was characterized by NMR and high-resolution mass spectrometry. This compound was hydrolyzed to produce 5-phosphonopentanoic acid, which is an analog of succinyl phosphate and a possible enzyme inhibitor.