Steroids 54. Amino acylamidosteroids.
Aminosteroids were prepared and acylated with protected amino acids by means of the mixed anhydride or the active ester method. The tert-butyloxycarbonyl- (BOC) protecting group was eliminated by acidolysis, and the benzyloxycarbonyl- (Z) group by catalytic hydrogenation. 3 beta- and 6 beta-Glycylamidosteroids were prepared by indirect amination of chloroacetamido derivatives, formed by the Ritter reaction on the corresponding 3 alpha,5 alpha-cyclo and 5 alpha,6 alpha-epoxy steroids. Water-soluble double salts were produced from the compounds for pharmacological investigations.
Vincze
I
I
Department of Organic Chemistry, Attila József University, Szeged, Hungary.
Hackler
L
L
Szendi
Z
Z
Schneider
G
G
D000596:Amino Acids / Q000737:chemistry*; D000731:Androstanes / Q000737:chemistry; D011278:Pregnanes / Q000737:chemistry; D011281:Pregnatrienes / Q000737:chemistry; D012995:Solubility; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry
D000596:Amino Acids; D000731:Androstanes; D011278:Pregnanes; D011281:Pregnatrienes; D013256:Steroids; C033936:androstane