雌甾的双羟甲基化和双咪唑甲基化反应

Bis-hydroxymethylation and Bis-imidazolylmethylation of Estrogens

雌笛A环的羟甲基化和咪唑甲基化是两类重要反应,能增大雌甾的亲水性能,改变雌甾的化学性质和生理活性。在进行甾体仿酶模型的设计合成时。

Direct bis-hydroxymethylation and bis-imidazolylmethylation of steroidal estrogenswere studied. Estradiol, 17 α-ethynylestradiol. estroneor estrone 17-ethylene ketal was treatedwith paraformaldehyde respectively, at 50～55℃ in dioxane in the presence of solid sodiumhydroxide to give the corresponding 2, 4-bis(hydroxymethyl)estrogens. Estrogens were treatedwith paraformaldehyde and imidazole at 130～140℃, or via bis-hydroxymethylation thenwith imidazole to give the corresponding 2, 4-bis(imidazolylmethyl) estrogens.