## Abstract In order to fully understand the metabolic transformations of adrenocortical steroids, labelled 3α, 11β 17α,211‐tetrahydroxy‐5α‐pregnan‐20‐one, Reichstein's Compound C was required. Starting from hydrocortisone, the synthesis of [1−^3^H]‐Reichstein's Compound C has been accomplished.
2H-labelled 3α-hydroxy-5α-pregnane-11,20-dione and 3α,21-dihydroxy-5α-pregnane-11,20-dione 21-acetate
✍ Scribed by J. Vine; K. Treloar
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- French
- Weight
- 308 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
3α‐Hydroxy‐5α‐pregnane‐11,20‐dione‐2,2,3,4,4‐^2^H~5~ of 78% isotopic purity was prepared from 3α‐hydroxy‐5α‐pregnane‐11,20‐dione. The major impurity (10%) was 3α‐hydroxy‐5α‐pregnane‐11,20‐dione‐2,2,4,4‐^2^H~4~. 3α,21‐Dihydroxy‐5α‐pregnane‐11,20‐dione‐2,2,3,4,4‐^2^H~5~ 21‐acetate of 76% isotopic purity was prepared by reaction of the deuterated 3α‐hydroxy compound with lead tetraacetate. The major impurity (10%) was 3α,21‐dihydroxy‐5α‐pregnane‐11,20‐dione‐2,2,4,4‐^2^H~4~.
📜 SIMILAR VOLUMES
The completely assigned 1H and 13C NMR spectra of the title diastereoisomers in solutions of and CDCl 3 are reported. NOE experiments show that these molecules adopt speciÐc conformations with no rota-DMSO-d 6 tion about the C-2ÈN bond in either solvent. In ring A of the steroid is in a twist-boat c
Eingegangen a m 12. Februar 1969 Die bei der 1 I P-Hydroxylierung von 6a-Fluor-21 -hydroxy-16a-methyl-4-pregnen-3.20-dion (9b) mit Curvularia lunata entstehenden Nebenprodukte 14 und 13 mit 9a-und 14a-Hydroxy-Funktion treten bei Einsatz der 5a-Brom-substituierten Vorstufe 5 durch sterische Abschirmu