1031246-52-2Relevant academic research and scientific papers
Highly stereoselective hydrogenations-as key-steps in the total synthesis of statins
Andrushko, Natalia,Andrushko, Vasyl,Tararov, Vitali,Korostylev, Andrei,Koenig, Gerd,Boerner, Armin
scheme or table, p. 534 - 541 (2010/08/20)
Statins are inhibitors of 3-hydroxy-3-methyl-glutaryl coenzyme A reductase (HMG-CoA reductase) and became the standard of care for treatment of hypercholesterolemia because of their efficacy, safety, and long-term benefits. They are administered as diaste
PROCESS FOR PREPARING PYRIMIDINE DERIVATIVES
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Page/Page column 17, (2009/04/25)
The present invention relates to a process for preparing pyrimidine derivatives, in particular as intermediates useful for preparing pyrimidine derivatives of a class that is effective at inhibiting the biosynthesis of cholesterol in humans, such as HMG-CoA reductase inhibitors, e.g. rosuvastatin.
A new approach to the total synthesis of rosuvastatin
Andrushko, Natalia,Andrushko, Vasyl,Koenig, Gerd,Spannenberg, Anke,Boerner, Armin
experimental part, p. 847 - 853 (2009/04/11)
A new multi-step synthesis of the lipid-lowering agent rosuvastatin, involving two homogeneously catalyzed reaction steps, is described. The key building block, N-[4-(4-fluorophenyl)-5-formyl-6-isopropylpyrimidin-2-yl]-N- methylmethanesulfonamide (2), was prepared by Pd-catalyzed formylation with CO/H2 (1:1, 50 bar, phosphane ligand/substrate ratio of 1:10). Several alternative pathways for the preparation of 2 were also tested, but were found to be inferior. Rosuvastatin precursor 1 was assembled by Wittig coupling of aldehyde 2 and ylide (R)-3, derived from a Rucatalyzed asymmetric hydrogenation. The second stereogenic center was finally created by stereoselective reduction with Et2BOMe and NaBH4 to afford rosuvastatin ethyl ester. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.
