Synthese en serie dedoublee d'un precurseur tricyclique du nor-18 methyl-8β-oestradiol |
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Authors: | R Bucourt Y Pietrasanta B Pucci JC Rousselou M Vignau |
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Institution: | Laboratoire de Chimie Appliquée, Ecole Nationale Supérieure de Chimie, 8, rue Ecole Normale, 34075 Montpellier Cedex, France |
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Abstract: | A diastereoisomeric mixture of cis- and trans-(10aR)- 7-hydroxy-10a-methyl-1-oxo-1,2,3,4,4a,9,10,10a-phenanthrene was synthesised from 2-methyl-1,3-cyclohexanedione. The enantiomers were separated at an early stage in the synthesis via a cyclohexane-carboxylic acid intermediate and no racemisation or inversion occurred at any step. The products are precursors of 8β-methyl 18-nor estradiol and of 8β-méthyl 18-nor 9β-estradiol respectively. |
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