289882-17-3Relevant academic research and scientific papers
Synthesis of pyrazine via chemoselective reduction of β-keto-α-oximino ester using baker's yeast
Mo, Kilwoong,Park, Jin Hyeong,Kang, Soon Bang,Kim, Youseung,Lee, Yong Sup,Lee, Jae Wook,Keum, Gyochang
, p. 29 - 34 (2015/11/25)
The synthesis of pyrazines by the baker's yeast-mediated reaction of β-keto-α-oximino esters and amides is described. Baker's yeast reduced oximes selectively over ketones of β-keto-α-oximino esters to give the corresponding β-keto-α-amino ester intermediates, which underwent spontaneous dimerization followed by air-induced aromatization to yield pyrazines. The chemoselective reduction of β-keto-α-oximino amides using baker's yeast also afforded the corresponding pyrazines. Interestingly, both hydroximes and alkoximes gave the pyrazines by the baker's yeast-mediated reduction via the corresponding amino ketones, the known precursors of pyrazines. The reaction was strongly dependent upon pH of reaction medium, and gave optimum yields at pH 5. These results demonstrate that pyrazines were synthesized efficiently and eco-friendly using a whole-cell biocatalytic system as an alternative to chemical reduction.
Diastereoselective reduction of E and Z α-alkoxyimino-β-ketoesters by sodium borohydride
Correa Jr., Ivan R.,Moran, Paulo J. S.
, p. 14221 - 14232 (2007/10/03)
The reduction of (Z)-α-alkoxyimino-β-ketoesters, R1COC(= NOR3)CO2R2 (R1 = Me, Et, MeOCH2, Ph; R2 = Me, Et, PhCH2; R3 = Me, PhCH2) with NaBH4
Aminothiazole substituted penicillins and antibacterial compositions thereof
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, (2008/06/13)
The present invention provides a compound of formula (I) or a pharmaceutically acceptable salt or in-vivo hydrolysable ester thereof: STR1 wherein R1 is hydrogen or an amino protecting group and R is substituted methyl; optionally substituted C2-12 alkyl, alkenyl or alkynyl; carbocyclyl; aryl or heterocyclyl. These compounds have antibacterial properties, and therefore are of use in the treatment of bacterial infections in humans and animals caused by a wide range of organisms.
