Spironalactone process

Details Spironalactone process Spironalactone process

1983-05-16

1985-02-26

Roberts, Elbert L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602395, 26023955R, 26023955C, 2603975, C07J 1900

Patent

active

045016950

ABSTRACT:
The present invention relates to processes for the conversion of a 3-protected steroidal 17-ketone to a 17-spiro-.gamma.-lactone having the appropriate 17-stereochemistry for spironolactone. Novel intermediates (II, II', II", II'", II.sup.a, II.sup.b, II.sup.c, II.sup.d, II.sub.x, II'.sub.x and II".sub.x) are also disclosed.

REFERENCES:
patent: 2900383 (1959-08-01), Cella
patent: 3013012 (1961-12-01), Cella et al.
patent: 3413288 (1968-11-01), Creger
patent: 3452008 (1969-06-01), Buzby, Jr. et al.
patent: 3682894 (1972-08-01), Dryden, Jr.
patent: 3847906 (1974-11-01), Radscheit et al.
patent: 3883512 (1975-05-01), Stache et al.
patent: 3894006 (1975-07-01), Stache et al.
patent: 3897417 (1975-07-01), Warnant et al.
patent: 3900467 (1975-08-01), Irmscher et al.
patent: 3966714 (1976-06-01), Philippson
patent: 4057543 (1977-11-01), Dryden, Jr. et al.
patent: 4211701 (1980-07-01), Timko
patent: 4267106 (1981-05-01), Marx et al.
patent: 4396614 (1983-08-01), Nedelec et al.
Sturtz, Georges, et al., Lactonization at the 17.beta.-Position of Steroids, Synthesis, 289-291, Apr. 1980.
Toye, Jose, et al., Synthesis and Reactivity of .alpha.-Cyanoenamines, A Novel General Method for Preparing .alpha.-Diketones from Amides, J.A.C.S., 97:8, 2276-2277, Apr. 16, 1975.
Lesur, Brigitte, et al., Base-Catalysed Alkylations and Conjugated Additions of .alpha.-Cyanoenamines: A Method for Chain Extension at the .beta.-Carbon of Tertiary Amides, Tetrahedron Letters No. 30, 2835-2838, (1979).
Ahlbrecht, H., et al., 3-Metallierte Enamine; IV.sup.1. Metallierung von 1-Cyanoenaminen, eine einfache Methode zur Erzeugung von 3-Carboxy-carbanionen, Synthesis, 512-515, Mar. 1975.
Ahlbrecht, H., et al., Eine einfache Methode zur Herstellung von 1-Phosphonatoenaminen, Synthesis, 336-338, Jan. 1977.

Affiliated with

Also associated with

Rating

Spironalactone process does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Spironalactone process, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Spironalactone process will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-516080