新产品编号:62207

Chemical Name: (2S,3S,6R,11R)-2-(Benzyloxymethyl)-3,11-dimethyl-1,7-dioxaspiro[5.5]undecane
CAS No. 153109-03-6
项目整合开发状态: Biological Testing
项目研究机构: Hokkaido University (Originator)
合成路线:Treatment of hydroxylactone (I) with benzyl bromide and silver oxide gave the corresponding benzyl ether (II).Subsequent reduction of the lactone (II) with LiAlH4 afforded the linear diol (III).Tioether (IV) was prepared by treatment of (III) with diphenyl disulfide and tributylphosphine,and the remaining hydroxyl group of (IV) was then protected as the ketal (VI) using ethyl vinyl ether (V) and pyridinium tosylate.Oxidation of (VI) to sulfone (VII) was accomplished with m-chloroperbenzoic acid.Condensation of (VII) with 2-methyl-delta-valerolactone (VIII),followed by BF3 - Et2O-catalyzed cyclization furnished spiroketal (IX).Finally,the phenylsulfonyl group of (IX) was reductively removed by means of sodium amalgam.