118166-40-8Relevant academic research and scientific papers
Bacillus alcalophilus MTCC10234 catalyzed enantioselective kinetic resolution of aryl glycidyl ethers
Bala, Neeraj,Chimni, Swapandeep Singh,Saini, Harvinder Singh,Chadha, Bhupinder Singh
experimental part, p. 128 - 134 (2010/10/04)
The phenyl glycidyl ether derivatives have been kinetically resolved with the growing cells of Bacillus alcalophilus MTCC10234 yielding (S)-epoxides with up to >99% ee and (R)-diols with up to 89% ee. The enantiomeric ratio (E) of up to 67 has been obtained for biohydrolysis process. The effect of different substituents of phenyl glycidyl ether on the biocatalytic efficiency of B. alcalophilus MTCC10234 showed preference for methyl- and chloro-substituted aryl glycidyl ether derivatives whereas nitro-derivatives were transformed at a slower rate. 2,6-Dimethylphenyl glycidyl ether which contains a bulky aryl group having methyl group on both the ortho positions was resolved with an E=39.
Discovery, synthesis, and biological evaluation of piperidinol analogs with anti-tuberculosis activity
Sun, Dianqing,Scherman, Michael S.,Jones, Victoria,Hurdle, Julian G.,Woolhiser, Lisa K.,Knudson, Susan E.,Lenaerts, Anne J.,Slayden, Richard A.,McNeil, Michael R.,Lee, Richard E.
experimental part, p. 3588 - 3594 (2009/10/10)
Direct anti-tuberculosis screening of commercially available compound libraries identified a novel piperidinol with interesting anti-tuberculosis activity and drug like characteristics. To generate a structure activity relationship about this hit a 22 mem
Optical Resolution and Chiral Synthesis of Methyl 6,7-Dichloro-2,3-dihydrobenzofuran-2-carboxylate
Yodo, Mitsuaki,Matsushita, Yoshihiro,Ohsugi, Eiichi,Harada, Hiroshi
, p. 902 - 913 (2007/10/02)
Optical isomers of methyl 6,7-dichloro-2,3-dibenzofuran-2-carboxylate (2) were prepared by means of both optical resolution and chiral synthesis.The resolution of the carboxylic acid 3 was achieved in a practical and efficient way via the l- and d-menthyl esters, which were directly converted to enantiomers of 2.Chiral synthesis of 2 was attained with high optical yield via acid-catalyzed cyclization of the β-hydroxysulfide 10 derived from optically active glycidyl phenyl sulfide 13.The optical resolution method was considered to be better for large-scale preparation from the economical and operational viewpoints.Keywords - methyl 6,7-dichloro-2,3-dibenzofuran-2-carboxylate; optical resolution; (R)-4-phenyl-2-oxazolidone; menthol; chiral synthesis; glycidyl phenyl sulfide; β-hydroxysulfide; episulfonium ion; S-8666
