79386-27-9Relevant academic research and scientific papers
Studies related to β-lactam antibiotics. IX. Alcoholysis of a 4-oxa-1-azabicyclo[3.2.0]heptane-3,7-dione
Sako,Akira,Hirota,Maki
, p. 4539 - 4542 (2007/10/02)
Thermal reactions of (2R, 5S, 6S)-2-(1-methylethenyl)-6-phenylacetamido-4-oxa-1-azabicyclo[3.2.0]heptane -3,7-dione (1) with alcohols gave 2-phenylmethyl-4-→N-[(1R)-1-carboxy-2-methylprop-2-enyl]←carbamoyloxazol e (2a), (3S, 4S)-4-alkoxy-1-[(1R)-1-carboxy-2-methylprop-2-enyl]-3-phenylacetamidoazeti din-2-ones (3a, c), and (2S)-N-[(1R)-1-carboxy-2-methylprop-2-enyl]-3,3-dialkoxy-2-phenylacetamido propionamides (4a, c), probably via an intramolecular ring transformation of 1 into (1S, 5R)-3-phenylmethyl-6-[(1R)-1-carboxy-2-methylprop-2-enyl]-4-oxa-2,6-diazab icyclo[3.2.0]hept-2-en-7-one (5a) in the initial stage of the reaction.
Studies Related to β-Lactam Antibiotics. Part 7. Facile Formation of Oxazolinoazetidinones from Benzothiazolyldithioazetidinones and Related Reactions
Maki, Yoshifumi,Mitsumori, Naomichi,Sako, Magoichi,Suzuki, Mikio
, p. 2087 - 2090 (2007/10/02)
4β-(Benzothiazol-2-yldithio)azetidin-2-one (2a), derived from penicillin G sulphoxide ester (1a), is converted competitively into the oxazolinoazetidinone (3a) and 4α-(benzothiazol-2-ylthio)azetidinone (4a) upon treatment with triphenylphosphine at room t
