Steroids and methods of manufacture
AssigneeTrustees of Dartmouth College
InventorGlenn C. Micalizio
Life of this patent
Estimating the term…
Abstract
Methods for producing enantiodefined polycyclic compounds, particularly tetracyclic compounds, are provided. More particularly, synthetic methods for producing biologically active enantiodefined steroidal compositions of both natural (“nat-”) and unnatural (“ent-”) absolute stereochemistry are provided. An exemplary method for manufacturing a tetracyclic compound comprises a step of forming a hydrindane intermediate through coupling of a suitably functionalized enyne with a suitably functionalized alkyne and subsequently performing an intramolecular ring-closing reaction to form the tetracyclic compound. Steroidal compounds obtained by this method and methods of using such steroidal compounds in human and/or animal therapeutics and medicines are also provided.
Claims21
A method for making a compound of Formula (G):
- the method comprising:
- forming a B-ring by cyclopropanation and intramolecular Friedel-Crafts alkylation of an intermediate compound of Formula (E) using a compound of CH(X)3
- wherein R1 is C1-C4 alkyl optionally substituted with a C6-C10 aryl;
- R3 is hydrogen, C1-C4 alkyl, halogen, or —O-(C1-C4-alkyl);
- R4 is trimethylsilyl;
- and X is halogen.
Dependencies are inferred from the claim text.