| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1224252 | Journal of Pharmaceutical and Biomedical Analysis | 2007 | 6 Pages |
Abstract
Unknown by-product in Simvastatin synthesis from Lovastatin was found. The elucidation of this molecular structure by means of 1H and 13C NMR spectroscopy, HPLC/MS, MS/MS and FT-IR was shown. The mentioned by-product, originated during Merck Sharp and Dhome synthesis scheme was isolated in the second-last step replacing butylamine with benzylamine. The spectroscopic results agreed with a molecular formula C32H43NO3. The proposed structure of this compound, characterised by the presence of a conjugated dienic system in the heptanoic acid amide residue, was α,β,γ,δ unsaturated Simvastatin N-benzylamide.
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Authors
Vittorio Bertacche, Alberto Milanese, Donatella Nava, Elena Pini, Riccardo Stradi,