Abstract: Described herein is a process for the preparation of 6&agr;-fluorosteroids of formula (I), in which R is chosen from H, OH and an alkyl group with from 1 to 4 carbon atoms and R′ is a carboxyalkyl group with from 1 to 4 carbon atoms in the alkyl chain, comprising the selective fluorination at the 6&agr;-position
by treatment of the compound of formula (III), wherein R and R′ are as defined above, with an electrophilic fluorinating agent.
Abstract: Described herein is the isomerisation process of 6&bgr;-fluorosteroids into the corresponding pharmacologically active 6&agr;-fluoro derivatives, comprising the reaction of 6&bgr;-fluorosteroids, or 6&agr;/6&bgr; isomeric mixtures, with an organic base containing a diazoimino group in a suitable organic solvent.
Type:
Grant
Filed:
May 16, 2001
Date of Patent:
April 9, 2002
Assignee:
Farmabios S.r.L
Inventors:
Gianfranco Cainelli, Achille Umani-Ronchi, Michele Contento, Sergio Sandri, Marco Da Col
Abstract: Described herein is a process for the preparation of an acetal of formula (I) in which R1 is an alkyl, R2 is H or an acyl, X is &bgr;-OH and Y is H, comprising the acetalization with control of the epimeric distribution at the C-22 position, for treatment with R1 CHO in aqueous HBr or HI of a compound of formula (II) in which R2 has the meaning specified above, R3 and R4 are both H, or, taken together, are —C(R5)(R6)—, where R5 and R6, which may be the same or different from one another, are alkyl groups, and X and Y are chosen from among the following:
A) X and Y, taken together, are an additional bond between C-9 and C-11;
B) X is &bgr;-OH, and Y is H or an &agr;-halogen;
C) X is &bgr;-OR7 where R7 is an acyl, and Y is H or an &agr;-halogen; and
D) X and Y, taken together, are —O—.