ISSN:
0075-4617
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Description / Table of Contents:
Synthesis of a Highly Active, Fluorine-free Glucocorticoid11β,17α,21-Trihydroxy-6,16-dimethyl-1,4,6,15-pregnatetraene-3,20-dione (6,16-dimethyl-6,15-bisdehydroprednisolone, 2b) is a systemically active fluorine-free glucocorticoid with extraordinary antiinflammatory potency. The synthesis is achieved by starting from 6-methyl- or 16-methyl-pregnadienolone. The isomerisation of 16-methyl-16,17-epoxypregnanes to 16-methyl-15-dehydro-17-hydroxy-20-oxo- and/or 16-methylene-17-hydroxy-20-oxo-pregnanes is discussed as well as the separation of the two isomers.
Notes:
11β.17α.21-Trihydroxy-6.16-dimethyl-1.4.6.15-pregnatetraen-3.20-dion (6.16-Dimethyl-6.15-bisdehydro-prednisolon, 2b) ist ein systemisch wirkendes Fluor-freies Glucocorticoid mit extrem starker anti-inflammatorischer Aktivität. Die Synthese wird ausgehend von 6-Methyloder 16-Methyl-pregnadienolon durchgeführt. Die Isomerisierung von 16-Methyl-16.17-epoxy-20-keto-pregnanen zu 16-Methyl-15-dehydro-17-hydroxy-20-keto- und/oder 16-Methylen-17-hydroxy-20-keto-pregnanen wird diskutiert; ebenso die Trennung der beiden Isomeren.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.19717470114
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