Trichodimerol, BMS-182123

2,4-六二烯-1-酮,1,1'-[(1R,3S,3aR,6R,7R,9aR,10S,12R)-1,3,3a,6,7,9a-六氢-1,5,9,12-四羟基-3,6,9a,10-四甲基-1,7,3,6-(甲氧甲基甲基)环八基[c]呋喃-4,8-二酰基]bis-,(2E,2'E,4E,4'E)-Chemical Name: [1R-[1alpha,3beta,3aalpha,4(2E,4E),6beta,7beta,8(2E,4E),9aalpha,10S*,12R*]]-4,8-Bis(hexa-2,4-dienoyl)-1,5,9,12-tetrahydroxy-3,6,9a,10-tetramethyl-1,3,3a,6,7,9a-hexahydro-1,7,3,6-(methenoxymetheno)cycloocta[c]furan
CAS No. 145174-90-9
项目整合开发状态: Biological Testing
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:Friedel-Crafts acylation of 2,4-dimethylresorcinol (I) with sorbic acid (II) in the presence of boron trifluoride etherate provided,after aqueous hydrolysis of the intermediate boron complex,ketone (III).Subsequent oxidative treatment with lead tetraacetate furnished the desired alpha-acetoxy dienone (IV) along with minor amounts of its regioisomer (V).After chromatographic separation,dimerization of dienone (IV) using CsOH produced a mixture of the title [4+4] adduct and the [4+2] adduct (VI).The compounds were separated by flash column chromatography.