Short synthesis of 2-methoxyestradiol and 2-hydroxyestradiol.
The estrogen metabolite 2-methoxyestradiol was synthesized from estradiol bis-THP-ether which was 2-hydroxylated using the superbase LIDAKOR, trimethyl borate, and H(2)O(2), then methylated and deprotected to obtain 2-methoxyestradiol in three steps and 61% yield. 2-Hydroxyestradiol was obtained by deprotecting the 2-hydroxyestradiol bis-THP-ether from the first step.
Kiuru
Paula S
PS
Department of Chemistry, Organic Chemistry Laboratory, University of Helsinki, A. I. Virtasen aukio 1, P.O. Box 55, FIN-00014 Helsinki, Finland.
Wähälä
Kristiina
K
D000077584:2-Methoxyestradiol; D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D006900:Hydroxylation; D008745:Methylation
D004958:Estradiol; D000077584:2-Methoxyestradiol; C001390:2-hydroxyestradiol