Synthesis of ent-progesterone and intermediates thereof
AssigneesThe Florida State University Research Foundation, Inc., Prevacus, Inc.
InventorsJohn W. Cran, Yinglin Han, Faliang Zhang
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Abstract
The present invention relates to the synthesis of ent-progesterone and intermediates thereof.
Claims13
A method for preparing ent-progesterone comprising the step of reacting a compound of the formula:
- with a ruthenium catalyst and an oxidizing agent to prepare ent-progesterone.
A method for preparing ent-progesterone comprising the step of reacting a compound of formula A:
- with metal bromide to produce 5-bromopent-2-yne,
- wherein LG represents a leaving group.
A method for preparing ent-progesterone comprising the step of reacting a compound of formula D:
- with diisobutylaluminum hydride to form a compound of formula E:
A method for preparing ent-progesterone comprising the step of reacting a compound of formula K:
- with a compound of formula M:M
- to form a compound of formula N:
A compound of the formula:
A method for preparing the trienone precursor to ent-progesterone comprising the step of reacting a compound of the formula:
- with a ruthenium catalyst and an oxidizing agent to prepare ent-progesterone.
Dependencies are inferred from the claim text.