新产品编号:672859

Chemical Name: 3-Isopropyl-4-methylpentanoic acid [2-(hydroxymethyl)-4-[(Z)-3-isopropyl-4-methylpentylidene]-5-oxotetrahydrofuran-2-yl]methyl ester
CAS No. 253603-03-1
项目整合开发状态: Biological Testing
项目研究机构: National Institutes of Health (Originator)
合成路线:Addition of vinylmagnesium bromide to diisopropyl ketone (I) produced carbinol (II).Subsequent oxidation of (II) with pyridinium chlorochromate gave unsaturated aldehyde (III),which was further hydrogenated to the saturated aldehyde (IV).Optionally,oxidation with sodium chlorite produced carboxylic acid (V),which was converted to acid chloride (VI) using oxalyl chloride and pyridine.

合成路线:Aldol condensation of silylated lactone (VII) with aldehyde (IV) gave hydroxy lactone (VIII).Subsequent hydroxyl group mesylation followed by elimination in the presence of DBU generated alkylidene lactone (IXa-b) as a mixture of geometric isomers,which were separated by chromatography.Desilylation of (IX) to afford diol (X) was achieved by means of HF/pyridine.Finally,monoacylation of (X) with acid chloride (VI) and pyridine furnished the target ester.