Asymmetric syntheses of (+)-negamycin, (+)-3-epi-negamycin and sperabillin C via lithium amide conjugate addition
作者:Stephen G. Davies、Osamu Ichihara、Paul M. Roberts、James E. Thomson
DOI:10.1016/j.tet.2010.10.067
日期:2011.1
and enantioselective reduction of ethyl 4-chloroacetoacetate and the diastereoselective conjugateaddition of enantiopure lithium N-benzyl-N-(α-methylbenzyl)amide to an α,β-unsaturatedester have been used as the key steps in the total asymmetric syntheses of (+)-negamycin (in 13 steps and 24% overall yield), (+)-3-epi-negamycin (in 13 steps and 10% overall yield) and sperabillin C (in 17 steps and 13%
The stereoselective syntheses of the antibiotics (-)-HON (5-hydroxy-4-oxo-L-norvaline, RI-331) and (+)-negamycin starting from (S)-4-[(Z)-2-(benzyloxycarbonylamino)-2-(tert-butoxycarbonyl)vinyl]-2, 2-dimethyl-1,3-dioxolane and (R)-3-benzyloxycarbonyl-5-[(Z)-2-(tert-butoxycarbonylamino)-2-(methoxycarbonyl) vinyl] -2, 2-dimethyl-1,3-oxazolidine, respectively, are described.
Beta-amino acid derivatives useful for the treatment of bacterial infections
申请人:——
公开号:US20030125389A1
公开(公告)日:2003-07-03
The invention provides compounds that are useful for the treatment of bacterial infections in mammals. More specifically, it is directed to beta-amino acid derivatives or pharmaceutically acceptable salts, prodrugs, or isomers of
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those compounds that are useful for the treatment of such infections.