Preparation of bile acids and intermediates thereof
Synthetic methods for preparing deoxycholic acid and intermediates thereof are provided.
1. A composition comprising a compound of formula 1.0:
and a hydrogenation catalyst.
2. The composition of claim 1 , further comprising a solvent.
3. The composition of claim 1 , wherein the hydrogenation catalyst comprises Pd/C.
4. The composition of claim 2 , wherein the solvent is DMF.
5. A composition comprising a compound of formula 1.0:
and a compound of formula 1.1:
6. A composition comprising a compound of formula 1.3:
and a two carbon olefination reagent.
7. The composition of claim 6 , further comprising a solvent.
8. The composition of claim 6 , wherein the olefination reagent is Ph 3 PCH 2 CH 3 + Br.
9. A composition comprising a compound of formula 1.3:
and a compound of formula 1.5:
10. A composition comprising a compound of formula 1.8:
wherein R is alkyl and P is a protecting group, and
an oxidizing agent.
11. The composition of claim 10 , wherein the composition further comprises a solvent.
12. The composition of claim 10 , wherein —OP is —OAc and —CO 2 R is —CO 2 Me.
13. A composition comprising a compound of formula 2.0
wherein R is alkyl and P is a protecting group, and a reducing agent.
14. The composition of claim 13 , wherein the composition further comprises a solvent.
15. The composition of claim 13 , wherein the reducing agent is lithium tri-tert-butoxyaluminum hydride.
16. The composition of claim 13 , wherein —OP is —OAc and —CO 2 R is —CO 2 Me.