4.6 Article

The total synthesis of calcium atorvastatin

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 14, Issue 7, Pages 2291-2296

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c5ob02546j

Keywords

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Funding

  1. CNPq (INCT-INOFAR) [CNPq 573.564/2008-6, FAPERJ E-26/170.020/2008]
  2. Cristalia Produtos Quimicos Farmaceuticos
  3. FAPESP [2012/02230-0]

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A practical and convergent asymmetric route to calcium atorvastatin (1) is reported. The synthesis of calcium atorvastatin (1) was performed using the remote 1,5-anti asymmetric induction in the boron-mediated aldol reaction of beta-alkoxy methylketone (4) with pyrrolic aldehyde (3) as a key step. Calcium atorvastatin was obtained from aldehyde (3) after 6 steps, with a 41% overall yield.

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