80374-82-9Relevant academic research and scientific papers
AN EFFICIENT SYNTHESIS OF 2-SUBSTITUTED-THIO-6-HYDROXYETHYL-PENEM-3-CARBOXYLIC ACIDS VIA 2-THIOXOPENAMS
Leanza, W. J.,DiNinno, Frank,Muthard, David A.,Wilkening, R. R.,Wildonger, Kenneth J.,et al.
, p. 2505 - 2513 (2007/10/02)
Allyl and p-nitrobenzyl (5R,6S)-6-((R)-1-(t-butyldimethylsilyloxy)ethyl)-2-thioxopenam-3-carboxylates (19) were synthesized by base mediated cyclization of the corresponding 1-carboxylmethyl-4-phenoxy(thiocarbonyl)thio-2-azetidinones (16).The thioxopenams underwent alkylation and Michael reactions to produce 2-alkylthio- and 2-alkenylthio-penem derivatives 20 and 21.
FROM PENICILLIN TO PENEM AND CARBAPENEM. II. SYNTHESIS OF 3,4-DISUBSTITUTED AZETIDINONE DERIVATIVES FROM 6,6-BIS(PHENYLSELENYL)PENICILLANATE
Hirai, Koichi,Iwano, Yuji,Fujimoto, Katsumi
, p. 4021 - 4024 (2007/10/02)
6,6-Bis(phenylselenyl)penicillanate 2a was converted into 6-1'-(R)-hydroxyethyl substituted penicillanate 5 in high yield.Compound 5 was deselenylated to 10.Oxidation, and then the basic epimerization of cis sulfone 11 gave trans sulfone derivative 12.The trans sulfone 12 was degraded to the monocyclic β-lactams 14, 15 which are important precursors for the carbapenem synthesis.
SYNTHESIS OF OPTICALLY ACTIVE PENEMS
Girijavallabhan, V. M.,Ganguly, A. K.,McCombie, S. W.,Pinto, P.,Rizvi, R.
, p. 3485 - 3488 (2007/10/02)
A general synthesis for optically active penems is described.Penems undergo a novel thermal isomerisation reaction.
