Crystal structure of (S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-hy-droxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetra-deca-hydro-1H-cyclo-penta[a]phenanthren-17-yl]-N-meth-oxy-N-methyl-pro-pan-amide (Fernholz Weinreb amide)
| Autor: | Elvar Ørn, Viktorsson, Ove Alexander Høgmoen, Åstrand, Rasha Sabah, Haseeb, Carl Henrik, Görbitz, Pål, Rongved |
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| Rok vydání: | 2014 |
| Předmět: | |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| Popis: | In research towards new antagonists against the Liver X receptor, the important intermediate Fernholz acid Weinreb amide has been synthesized and characterized. The literature compound 3β-hydroxy-bisnor-5-cholenic aldehyde is an important intermediate for the synthesis of new modulators of the nuclear oxysterol receptor Liver X. As part of our ongoing search for new LXR antagonists, the title compound, C24H39NO3, has proven to be an important intermediate in our new synthetic pathway, giving the corresponding aldehyde in high yield and in only three steps from the commercially available 3β-hydroxy-bisnor-5-cholenic acid. The title amide crystallized with two molecules in the asymmetric unit, linked into helices by O—H⋯O hydrogen bonds involving the hydroxy and carbonyl groups. |
| Databáze: | OpenAIRE |
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