METHOD FOR PRODUCING DERIVATIVES OF 19-NORPROGESTERONE Russian patent published in 1994 - IPC

FIELD: progestative agent. SUBSTANCE: derivative of 19-norprogesterone has formula 1 where R₁ is H, methoxymethyl, tetrahydropyranyl, radical having formula 2, acyl C₁-C₆. Desired product yield is 14-88% , melting point is 76-237 C. 3-alkoxy-extra-1,3-triene is used as reagent 1, bromide of propyltriphenylphosphonium is used as reagent 2, 3-alkoxy-12- propylidenextra 1, 3, 3, (10) triene is used as reagent 3. Li in liquid NH₃ is used as reagent 4; 3-oxo-21-methyl-19-norpregnane 4,17(20)diene is used as reagent 5; trialkylorthoformiate together with acid are used as reagent 6; 3-alkoxy-17- propylidene-extra-3,5-diene is used as reagent 7; POCl+ dimethylformamide is used as reagent 8. 3-alkoxy-6-formyl-21- methyl-19-norpregnatriene-3,5,17 (20) is used as reagent 9; mixed hydride of alkali metal is used as reagent 10; 6-hydroxymethyl-21- methyl-3-oxo-19-norpregna-4,17 (20)-diene is used as reagent 11. Hydrochloric acid HCl is used as reagent 12; 21-methyl-6-methylene- 3-oxo-19-norpregna-4,17 (20)-diene is used as reagent 13; Pd/C+C₂H₅OH+CH₃COONa is as reagent 14. 3-oxo-6-methylextra-4,6-diene is used as reagent 15. OSO+ N-oxidetriethylamine hydroxide are used as reagent 16, 17-hydroxy-6,21- dimethyl-3,20-dioxo-19-norpregna-4,6-diene is used as reagent 17. If it is necessary reaction is followed by methoxymethylation, dihydropiranylation or by acylation. Formulae 1 and 2 are given in specification. EFFECT: improves efficiency of the method.