Synthesis of C-5'-alkyl substituted 17-spirofuran 19-norsteroids.
A number of new steroidal 17-spirofuran derivatives of the 19-nor series containing Me, Et or (i)Pr-substituents in the heterocyclic moiety has been prepared, which are expected to have a strong progestagenic activity. The proposed approach made use of the 1-3-dipolar cycloaddition of low-molecular nitrile oxides with steroidal acetylenic alcohols followed by transformation of the isoxazole side chain.
Khripach
V A
VA
Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Kuprevich str., 5/2, 220141, Minsk, Belarus. khripach@ns.iboch.ac.by
Zhabinskii
V N
VN
Tsavlovskii
D N
DN
Drachenova
O A
OA
Ivanova
G V
GV
Konstantinova
O V
OV
Zavadskaya
M I
MI
Lyakhov
A S
AS
Govorova
A A
AA
Groen
M B
MB
de Groot
A
A
D000818:Animals; D005663:Furans / Q000138:chemical synthesis; D006801:Humans; D009654:Norsteroids / Q000138:chemical synthesis*; D011374:Progesterone / Q000031:analogs & derivatives; D013141:Spiro Compounds / Q000138:chemical synthesis; D013329:Structure-Activity Relationship
D005663:Furans; D009654:Norsteroids; D013141:Spiro Compounds; D011374:Progesterone