Design and Synthesis of Estrogen Derivative

作者：Figueroa Valverde L^*; Diaz Cedillo F; Garcia Cervera E; Pool Gomez E; Rosas Nexticapa M; Mendoza Lopez R; Lopez Ramos M; May Gil I

来源：Asian Journal of Chemistry, 2014, 26(4): 1007-1010.

DOI：10.14233/ajchem.2014.15744

• Estrogen
• Estrone
• Thiourea
• Ethylenediamine

In this study, an estrogen derivative was synthesized. The first stage involves the synthesis of 17-(2-amino-ethylimino)-13-methyl-7,8,9,11,12,13,14,15,16,17- decahydro-6H-cyclopenta[a]phenanthren-3-ol (3) by the reaction of estrone with ethylenediamine using boric acid as catalyst. The second stage was achieved by reaction of compound 3 with chloroacetyl chloride in presence of triethylamine to form N-{2-[(3-chloro-2-oxo-cyclobutyl)-(3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-17-yl)-amino]ethylcarbamic chloride (5). The third stage was achieved by reaction of compound 5 with thiourea to form 2-[(2-aminoethyl)-(3-hydroxy-13-methyl-7,8,9,11,12,13,14,15,16-17-decahydro-6H-cyclopenta[a]phenanthren-17-yl) amino]-4-chloro-cyclobutanone (7) in methanol. The structures of compounds obtained were confirmed by spectroscopically.

• 出版日期2014-2