HRID2397949

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6775

2,3-Dichloro-5,6-dicyano-p-benzoquinone

C8Cl2N2O2

结构：CC(C)C(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

HCID11036808

未命名化合物

PRODUCTS

生成物

结构：CC(C)C(=O)CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C=CC4=CC(=O)C=C[C@]4(C)[C@H]3CC[C@]12C

HCID54483961

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

Fucosterol is oxidized with ozone at low temperatures, and the resulting ozonide is reduced with an acetic acid/zinc system to form 24-ketocholesterol of the following formula ##STR15## in a yield of about 60 to 75%. The resulting 24-ketocholesterol is oxidized, for example, with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) under reflux of, for example, dioxane to form cholesta-1,4,6-triene-3,24-dione of the following formula ##STR16## and then this oxidation product is epoxidized at room temperature under alkaline conditions (pH about 7.5-9) using hydrogen peroxide, for example.