Patents by Inventor Phillip L. Fuchs

Phillip L. Fuchs has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 4384127
    Abstract: The invention comprises a multi-step synthesis of l(-) prostaglandin E.sub.2. The special features of the synthesis include: (1) a triply-convergent conjugate-addition and alkylation reaction involving the 1,4-addition of a chiral vinyl lithium reagent to a chiral vinylsulfone to produce a sulfone-stabilized anion. This anion is alkylated in situ to produce the basic prostaglandin skeleton structure, which is then subjected to (2) an efficient peracid oxidation of a secondary amine to a .beta.-silyloxy oxime; and (3) an alkali-catalyzed 1,4-elimination of an .alpha.-sulfonyl oxime to produce a vinyl nitroso intermediate. This intermediate is treated with borohydride to give a stereospecific 1,4-reduction which yields the bis-silyloxy oxime of l(-)PGE.sub.2. Hydrolysis of the oxime, with concurrent cleavage of the silyloxy protecting groups, affords l(-)PGE.sub.2.
    Type: Grant
    Filed: April 8, 1981
    Date of Patent: May 17, 1983
    Assignee: Purdue Research Foundation
    Inventor: Phillip L. Fuchs