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4-Octadecen-6-one, 1-[(2S)-2,3-dihydroxypropoxy]-, (4E)- synthesis

2synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 5 steps
1.1: cerium(III) chloride heptahydrate; sodium bromide / acetonitrile / 24 h / 20 °C
2.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C
3.1: toluene / 24 h / Reflux
4.1: barium(II) hydroxide / tetrahydrofuran / 0.5 h / 20 °C
4.2: 1 h / 20 °C
5.1: hydrogenchloride; water / tetrahydrofuran / 0.5 h / 20 °C

References:

Meimetis, Labros G.;Williams, David E.;Mawji, Nasrin R.;Banuelos, Carmen A.;Lal, Aaron A.;Park, Jacob J.;Tien, Amy H.;Fernandez, Javier Garcia;De Voogd, Nicole J.;Sadar, Marianne D.;Andersen, Raymond J. [Journal of Medicinal Chemistry,2012,vol. 55,# 1,p. 503 - 514]