Convenient large scale preparation of catechol estrogens.
2-Hydroxyestrone, 2-hydroxyestradiol-17beta, 2-hydroxy-17alpha-ethynylestradiol, 2-hydroxyestriol, 4-hydroxyestrone, 4-hydroxyestradiol-17beta, 4-hydroxy-17alpha-ethynylestradiol and 4-hydroxyestriol are prepared on a preparative scale from the corresponding aminophenols using a new inverse oxidation procedure. By the synthesis described both the 2- and 4-hydroxylated estrogens are available in high yields.
D002396:Catechols / Q000138:chemical synthesis; D055598:Chemical Phenomena; D002621:Chemistry; D004958:Estradiol / Q000031:analogs & derivatives; D004964:Estriol / Q000031:analogs & derivatives; D004967:Estrogens / Q000138:chemical synthesis*; D002393:Estrogens, Catechol; D004997:Ethinyl Estradiol / Q000031:analogs & derivatives; D006894:Hydroxyestrones; D008722:Methods
D002396:Catechols; D004967:Estrogens; D002393:Estrogens, Catechol; D006894:Hydroxyestrones; C008012:2-hydroxyestriol; D004997:Ethinyl Estradiol; D004958:Estradiol; C014038:4-hydroxyestriol; C001390:2-hydroxyestradiol; C014036:4-hydroxyestradiol; D004964:Estriol