Crystal structure of (S)-2-[(3S,8S,9S,10R,13S,14S,17R)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-N-methoxy-N-methylpropanamide (Fernholz Weinreb amide)
| Autor: | Rasha Sabah Haseeb, Ove Alexander Høgmoen Åstrand, Carl Henrik Görbitz, Elvar Örn Viktorsson, Pal Rongved |
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| Rok vydání: | 2015 |
| Předmět: |
chemistry.chemical_classification
biology Stereochemistry Hydrogen bond medicine.medical_treatment General Chemistry Meth Crystal structure Condensed Matter Physics biology.organism_classification Aldehyde Steroid chemistry.chemical_compound chemistry Yield (chemistry) Amide medicine Organic chemistry Tetra General Materials Science |
| Zdroj: | Acta Crystallographica Section E Crystallographic Communications. 71:275-277 |
| ISSN: | 2056-9890 |
| DOI: | 10.1107/s2056989015001747 |
| Popis: | The literature compound 3β-hydroxy-bisnor-5-cholenic aldehyde is an important intermediate for the synthesis of new modulators of the nuclear oxysterol receptor LiverX. 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 |
| Externí odkaz: |
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