78037-17-9Relevant academic research and scientific papers
The new convenient synthesis of novel γ-alkylidenebutenolides from 6-aminopenicillanic acid
Yu, Bin,Zhang, En,Fang, Yuan,Sun, Xiao-Nan,Ren, Jing-Li,Yu, De-Quan,Liu, Hong-Min
, p. 163 - 176 (2013/03/13)
Butenolides have good biological activity and serve as the important unit of pharmaceutical intermediates, of which γ-alkylidenebutenolides have gained wide attention over the last past decades particularly. A simple and practical method for the synthesis of butenolide 6 and its 5-substituted analogues 7a-t via vinylogous aldol reaction from 6-aminopenicillanic acid (6-APA) with the ratio of Z/E isomers between 1.1/1.0 and 1.0/0 under mild conditions in 6 steps was first reported. Besides, we also reported the methanolysis behaviors of azetidinone fused oxazoline derivatives. All the synthesized γ-alkylidenebutenolides are new and are currently being evaluated for their biological activities.
ONE-STEP SYNTHESIS OF OXAZOLINOAZETIDINONES FROM PENICILLIN SULFOXIDES: POTENTIAL INTERMEDIATES FOR 1-OXACEPHEM SYNTHESIS
Yamamoto, Sadao,Kamata, Susumu,Haga, Nobuhiro,Hamashima, Yoshio,Nagata, Wataru
, p. 3089 - 3092 (2007/10/02)
Reaction of penicillin sulfoxides with a tervalent phosphorous compound in the presence of a catalytic amount of squaric acid gave oxazolinoazetidinones, potential intermediates for synthesis of 1-oxacephems, in good yields. 2β-Chloromethyl- and 6α-methox
