Synthesis of Rationally Designed Mechanism-Based Inactivators of the (S)-Adenosyl-L-methionine: Δ24(25)−Sterol Methyl Transferase
- 1 October 1996
- journal article
- research article
- Published by Taylor & Francis in Synthetic Communications
- Vol. 26 (20) , 3841-3848
- https://doi.org/10.1080/00397919608003800
Abstract
A series of 26,27-cyclopropylidine side chain modified sterols were prepared for the first time from the known aldehydes by Wittig olefination with the ylide from cyclopropyltriphenylphosphonium bromide in butyllithium. Two novel by-products were detected; sterols with nine carbon side chains which lack the terminal isopropyl group and with double bonds in positions 23,24 or 24,25. The structures of the compounds were confirmed by a combination of chromatographic (GLC and HPLC) and spectral (IR, 1H, 13C-NMR) methods.Keywords
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