Synthesis of rationally designed mechanism-bsed inactivators of the (S)-adenosyl-L-methionine: Δ(24(25))-sterol methyl transferase

Article abstract of DOI:10.1080/00397919608003800

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.

Full text of DOI:10.1080/00397919608003800

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Synthesis of Rationally
Designed Mechanism-Based
Inactivators of the (S)-
Adenosyl-L-methionine:
24
Δ (25) Sterol Methyl
-
Transferase
a
a
a
Zhonghua Jia , Wen Zhou , Dean Guo & W. David
a
Nes
a
Department of Chemistry and Biochemistry , Texas
Tech University Lubbock , TX 79409, U. S. A.
Published online: 21 Aug 2006.
To cite this article: Zhonghua Jia , Wen Zhou , Dean Guo & W. David Nes (1996)
Synthesis of Rationally Designed Mechanism-Based Inactivators of the (S)-Adenosyl-
24
L-methionine: Δ (25) Sterol Methyl Transferase, Synthetic Communications: An
-
International Journal for Rapid Communication of Synthetic Organic Chemistry, 26:20,
3841-3848, DOI: 10.1080/00397919608003800
To link to this article: http://dx.doi.org/10.1080/00397919608003800
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