新产品编号:1370521

Chemical Name: [4R-(4alpha,4aalpha,6abeta,7beta,9aalpha,9bbeta)]-5-[7-[1(R),5-dimethylhexyl]-4,6a-dimethyl-2-oxoperhydrocyclopenta[f][2]benzopyran-4-yl]-2(Z)-pentenenitrile
项目整合开发状态: Biological Testing
项目研究机构: Georgia Institute of Technology (Originator), Mayo Clinic (Originator), University of Arizona (Originator)
合成路线:Ozonolysis of chloesteryl acetate (I) produced keto acid (II),which was converted to the B-homo-6-oxacholestenone (III) upon treatment with SOCl2.Subsequent displacement of the 3beta-acetate group of (III) by NaN3 afforded azide (IV).Pyrolysis of (IV) over silica gel at 180 C yielded a mixture of cleavage products,from which the title nitrile was isolated by column chromatography.

合成路线:Ozonolysis of chloesteryl acetate (I) produced keto acid (II),which was converted to the B-homo-6-oxacholestenone (III) upon treatment with SOCl2.Subsequent displacement of the 3-beta-acetate group of (III) by NaN3 afforded azide (IV).Pyrolysis of (IV) over silica gel at 180 C yielded a mixture of cleavage products,from which the title nitrile was isolated by column chromatography.

合成路线:Ozonolysis of chloesteryl acetate (I) produced keto acid (II),which was converted to the B-homo-6-oxacholestenone (III) upon treatment with SOCl2.Subsequent displacement of the 3-beta-acetate group of (III) by NaN3 afforded azide (IV).Pyrolysis of (IV) over silica gel at 180 C yielded a mixture of cleavage products,from which the required nitrile (V) was isolated by column chromatography.Finally,selective hydrogenation of the conjugated double bond using Pd/C furnished the title compound.">