Chemical Properties
White powder
Uses
4-Hydroxypiperidine hydrochloride is suitable for use in the Ugi-multi component reaction (MCR) to study the use of miniaturised-synthesis and Total Analysis System (mSYNTAS) in solution phase synthesis and on-line analysis of Ugi-MCRs. It may be used in the synthesis of acetic acid-piperidine-4-yl ester.
Uses
4-Hydroxypiperidine, HCl
General Description
4-Hydroxypiperidine hydrochloride is a piperidine derivative. The synthesis of 4-hydroxypiperidine has been reported. 4-Hydroxypiperidine participates in the synthesis of 4-(4′-hydroxypiperidino)-4-phenylcyclohexanol and 1-(4-hydroxypiperidino)cyclohexanecarbonitrile. 4-Hydroxypiperidine is the starting material for the synthesis of Sibrafiban and Lamifiban, two non-peptidefibrinogen receptor.
Synthesis
The general procedure for the synthesis of 4-hydroxypiperidine hydrochloride from N-Boc-4-hydroxypiperidine was as follows: tert-butyl 4-hydroxypiperidine-1-carboxylate (5 g, 24.84 mmol, 1.00 eq.) was mixed with a saturated HCl solution dissolved in 30 mL of 1,4-dioxane, and the reaction was stirred for 2 h at room temperature. Upon completion of the reaction, the mixture was concentrated in vacuum to afford 4-hydroxypiperidine hydrochloride (3.4 g, 99% yield) as an off-white solid.
References
[1] Patent: WO2015/52264, 2015, A1. Location in patent: Paragraph 0918; 0919
[2] Patent: WO2017/153520, 2017, A1. Location in patent: Page/Page column 50
[3] Patent: WO2016/34673, 2016, A1. Location in patent: Page/Page column 120