Collect. Czech. Chem. Commun. 2001, 66, 933-946

Linear Chaining of Etienic Acid Derivatives with the Amide Bond. Synthesis of Oligomeric Steroids

Ivan Černý*, Miloš Buděšínský, Vladimír Pouzar and Pavel Drašar

Institute of Organic Chemistry and Biochemistry, Academy of Sciences of the Czech Republic, Flemingovo nám. 2, 166 10 Prague 6, Czech Republic


Synthesis of linear molecules containing two to four steroid units connected with the amide bonds was developed. As a repeating unit, 3β-hydroxyandrost-5-ene-17β-carboxylic acid (etienic acid) was used. An active ester of this acid with N-hydroxysuccinimide and its 3-azido analogue were prepared and methods for the preparation of higher oligomers were studied.

Keywords: Steroids; Active esters; Amides; Oligoamides; NMR spectroscopy; Oligomers.

References: 12 live references.