Process for preparing bile acid derivatives
The present invention relates to processes for preparing compounds of formula I: or a pharmaceutically acceptable salt or solvate thereof.
1. The process for preparing a compound of formula I:
or a pharmaceutically acceptable salt or solvate thereof, wherein
the dashed bond (----) at position 7 indicates that the substituent is in a α or β sterochemistry;
R is hydrogen or hydroxy; and
R 1 is hydrogen or C 1 -C 6 alkyl;
comprising the step of converting a compound of formula 3A to a compound of formula 4A:
wherein Step B comprises reacting a compound of formula 3A with RuCl 3 , NaIO 4 , and an acid to form a compound of formula 4A.
2. The process of claim 1 , wherein R 1 is ethyl.
3. The process of claim 1 , wherein the compound is selected from
4. The process of claim 1 , further comprising the step of Step D, wherein Step D comprises reacting a compound of formula 5A with a sulfonating agent to form a compound of formula I-Na:
5. The process of claim 1 , further comprising the step of Step C, wherein Step C comprises reacting a compound of formula 4A with a reducing agent to form a compound of formula 5A:
6. The process of claim 1 , further comprising the step of Step A, wherein Step A comprises a Grignard reaction and protection of the hydroxyl group to form a compound of formula 3A: