Chemoenzymatic Synthesis of δ-Keto β-Hydroxy Esters as Useful Intermediates for Preparing Statins
| Autor: | Stefano Tartaggia, Marta Pontini, Ottorino De Lucchi, Riccardo Motterle, Stefano Fogal, Clark Ferrari, Roberto Aureli |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Chemistry Organic Chemistry Enantioselective synthesis nutritional and metabolic diseases 010402 general chemistry 01 natural sciences 0104 chemical sciences Enzyme catalysis Enantiopure drug Enzyme Aldol reaction medicine Side chain Organic chemistry lipids (amino acids peptides and proteins) Selective reduction Rosuvastatin Physical and Theoretical Chemistry medicine.drug |
| Zdroj: | European Journal of Organic Chemistry. 2016:3162-3165 |
| ISSN: | 1434-193X |
| Popis: | Enantiopure (R)-3-hydroxy-5-oxohexanoic acid esters have proven to be useful intermediates in the synthesis of the side chain of statins, in view of the recently described preparation of rosuvastatin and other statins through aldol reactions. Herein, an improved synthesis of these intermediates, by combining chemical and enzymatic reactions, is described. In particular, the selective reduction of a δ-ketal β-keto ester was identified as a key step to obtain derivatives with satisfactory optical purities for use in the synthesis of statins. |
| Databáze: | OpenAIRE |
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