BIOMAT Database Logo BIOMAT Database Logo

Synthesis of 21-amino-5-pregnene-3,20-dione bisethylene ketal. 1977

F Sweet

21-Amino-5-pregnene-3,20-dione bisethylene ketal was obtained in good yield by lithium aluminum hydride reduction of 21-azido-5-pregnene-3,20-dione bisethylene ketal. The azido bisethylene ketal was synthesized by the sequence: deoxycorticosterone leads to deoxycorticosterone 21-p-toluene-sulfanate leads to 21-azidoprogesterone leads to 21-azido-5-pregnene-3, 20-dione bisethylene ketal. The structure of the title compound was confirmed by its conversion to the known 21-acetylaminoprogesterone. 21-Amino-5-pregnene-3,20-dione bisethylene ketal is a stable aminosteroid which is a useful intermediate for the synthesis of C-21 nitrogen derivatives of progesterone.

UI MeSH Term Description Entries
D008722 Methods A series of steps taken in order to conduct research. Techniques,Methodological Studies,Methodological Study,Procedures,Studies, Methodological,Study, Methodological,Method,Procedure,Technique
D011282 Pregnenediones Unsaturated pregnane derivatives containing two keto groups on side chains or ring structures. Diketopregnenes,Dioxopregnenes
D002855 Chromatography, Thin Layer Chromatography on thin layers of adsorbents rather than in columns. The adsorbent can be alumina, silica gel, silicates, charcoals, or cellulose. (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed) Chromatography, Thin-Layer,Thin Layer Chromatography,Chromatographies, Thin Layer,Chromatographies, Thin-Layer,Thin Layer Chromatographies,Thin-Layer Chromatographies,Thin-Layer Chromatography

Related Publications

F Sweet
4-Pregnene-3,20-dione and 21-hydroxy-4-pregnene-3,20-dione in calf thymus.
May 1980, Hoppe-Seyler's Zeitschrift fur physiologische Chemie,
F Sweet
Structure of 6-methylene-4-pregnene-3,20-dione.
May 1990, Acta crystallographica. Section C, Crystal structure communications,
F Sweet
Activation of human placental 5-pregnene-3,20-dione isomerase activity by pyridine nucleotides.
May 1988, Journal of steroid biochemistry,
F Sweet
Synthesis of 21-hydroxy-11,19-oxidopregn-4-ene-3,20-dione and 21-hydroxy-6,19-oxidopregn-4-ene-3,20-dione.
March 1995, Steroids,
F Sweet
The C-11-beta-hydroxylation of delta 4-pregnene-6 beta,17 alpha,21-triol-3,20-dione.
May 1954, Archives of biochemistry and biophysics,
F Sweet
The measurement of 11 beta-hydroxy-4-pregnene-3,20-dione (21-deoxycorticosterone) by radioimmunoassay in human plasma.
January 1987, Journal of steroid biochemistry,
F Sweet
Mechanism of hydroxylation of steroids. Hydroxylation of 6alpha-methyl-4-pregnene-21-ol-3,20-dione with Mucor griseo-cyanys.
November 1973, Il Farmaco; edizione scientifica,
F Sweet
Synthesis of 5-alpha-pregnan-3,20-dione by submaxillary glands.
March 1968, Endocrinology,
F Sweet
Identification of 2 alpha-hydroxy-4-pregnene-3,20-dione in human pregnancy urine.
February 1992, The Journal of steroid biochemistry and molecular biology,
F Sweet
Assay of progesterone receptor binding sites with 17,21-dimethyl-19-norpregna-4,9-diene-3,20-dione and 16alpha-ethyl-21-hydroxy-19-nor-4-pregnene-3,20-dione as the radioactive ligands [proceedings].
February 1979, The Journal of endocrinology,
Copied contents to your clipboard!