新产品编号:2420969

Chemical Name: 2-(6-Methoxy-6-pentyl-1,2-dioxan-3-yl)-N-propylacetamide
项目整合开发状态: Preclinical
项目研究机构: Osaka University (Originator)
合成路线:Dimethylaluminium chloride-catalyzed ring opening of butyrolactone (I) with N,O-dimethylhydroxylamine furnishes the N-methoxy amide (II).Subsequent condensation of the Weinreb amide (II) with pentylmagnesium bromide (III) gives rise to the hydroxy ketone (IV).Further oxidation of the primary alcohol function of (IV) under Swern conditions leads to keto aldehyde (V).Then,Wittig condensation of aldehyde (V) with (methoxycarbonylmethylene) triphenylphosphorane (VI) affords the unsaturated ester (VII).Treatment of (VII) with urea-hydrogen peroxide in the presence of scandium triflate generates the hydroperoxide compound (VIII),which undergoes further intramolecular ring closure in the presence of triethylamine,leading to the 1,2-dioxane (IX).Enzymatic hydrolysis of ester (IX) employing pig liver esterase gives acid (X).After activation of (X) as the corresponding pentafluorophenyl ester (XI),condensation with propylamine in pyridine provides the title N-propyl amide