Methods of making onapristone intermediates
Methods and systems for making intermediates in the synthesis of onapristone are provided. Aspects include the photoconversion of onapristone synthesis intermediates using a narrow band frequency light source.
1. A method of making the compound of Formula II
comprising irradiating the compound of Formula I
with narrow band frequency light from a lamp selected from the group consisting of excimer DBD light source and LED at a wavelength from about 295 nm to about 320 nm;
wherein taken together the two instances of X combine to form a spirocyclic ring of the formula of —OCH 2 CH 2 O— or —OCH 2 C(Me) 2 CH 2 O—.
2. The method of claim 1 , wherein the wavelength of narrow band frequency light is about 308 nm from a DBD light source.
3. The method of claim 1 , wherein the lamp is a DBD light source.
4. The method of claim 1 , wherein the ratio of Formula I to Formula II is about 20:80.
5. A method of making Steroid 2:
comprising irradiating the compound of Formula I
with narrow band frequency light from a lamp selected from the group consisting of excimer DBD light source and LED, at a wavelength from about 295 nm to about 320 nm.
6. The method of claim 5 , wherein the wavelength of narrow band frequency light is about 308 nm.
7. The method of claim 5 , wherein the lamp is an excimer lamp.
8. The method of claim 5 , wherein the ratio of Formula I to Steroid 2 is about 5-10:90-95%.
9. A method of making the compound of Formula II
comprising irradiating the compound of Formula I
with narrow band frequency light from a lamp selected from the group consisting of excimer DBD light source and LED at a wavelength from about 295 nm to about 320 nm;
wherein X is selected from the group consisting of OMe, OEt, and OPr.
10. The method of claim 9 , wherein the wavelength of narrow band frequency light is about 308 nm.
11. The method of claim 9 , wherein the lamp is an excimer lamp.
12. The method of claim 9 , wherein X is OMe.
13. The method of claim 9 , wherein X is OEt.
14. The method of claim 9 , wherein X is OPr.