Synthesis of some D-homo-D-aza estratriene derivatives

Autor:	N Marija Sakac, Suzana Jovanović-Šanta, M Katarina Penov-Gasi, A Julijana Petrovic, M Vjera Pejanovic
Rok vydání:	2004
Předmět:	synthesis Nitrile Chemistry 17-aza-D-homo estratriene derivatives Two step General Engineering Cobalt chloride Medicinal chemistry Combinatorial chemistry Sodium borohydride chemistry.chemical_compound Derivative (finance) D-homo steroids lcsh:Technology (General) lcsh:T1-995
Zdroj:	Acta Periodica Technologica, Vol 2004, Iss 35, Pp 225-230 (2004)
ISSN:	2406-095X 1450-7188
DOI:	10.2298/apt0435225p
Popis:	In this paper two synthetic routes for obtaining D-homo-D-aza estratriene derivatives were described. Namely, starting from 3-methoxyestra-1,3,5(10)-trien-16-oximino-17-one (1) 3-methoxy-17-aza-D-homoestra-1,3,5(10)-triene (5) was synthesized in two step. Another D-aza derivative was synthesize, starting from 3-methoxy-17-oxo-16,17-secoestra-1,3,5(10)-trien-16-nitrile (6). For that purpose, the seco-cyanoaldehyde was converted into its 17-ethylenacetal 7 followed by subsequent reduction of the nitrile function with sodium borohydride in the presence of cobalt chloride hexahydrate. Finally, under acidic conditions the obtained 16-amino-17-ethylenacetal 8 was transformed into 3-metoxy-17-aza-D-homoestra-1,3,5(10),17(17a)-tetraene (9).
Databáze:	OpenAIRE
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