Synthesis of 1-chloroestradiol.
The synthesis of the previously unknown 1-chloroestradiol (1), is reported. Addition of N-chlorosuccinimide/NaI in dioxane to 4-amino-estradiol 3-methyl ether (2), resulted in exclusive chlorination of the 1-position. Subsequent deamination and demethylation afforded 1 in good yields.
D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013329:Structure-Activity Relationship
D007202:Indicators and Reagents; D004958:Estradiol; C044306:1-chloroestradiol