TY - JOUR
T1 - Synthesis of rationally designed mechanism-bsed inactivators of the (S)-adenosyl-L-methionine
T2 - Δ(24(25))-sterol methyl transferase
AU - Jia, Zhonghua
AU - Zhou, Wen
AU - Guo, Dean
AU - Nes, W. David
PY - 1996
Y1 - 1996
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=0029783354&partnerID=8YFLogxK
U2 - 10.1080/00397919608003800
DO - 10.1080/00397919608003800
M3 - Article
AN - SCOPUS:0029783354
SN - 0039-7911
VL - 26
SP - 3841
EP - 3848
JO - Synthetic Communications
JF - Synthetic Communications
IS - 20
ER -