147118-02-3Relevant academic research and scientific papers
Efficient and practical synthesis of 1β-methylcarbapenems
Kume, Masaharu,Ooka, Hiroaki,Ishitobi, Hiroyuki
, p. 1635 - 1646 (2007/10/03)
An efficient and practical method of synthesizing 1β-methylcarbapenem, S-4661, was developed. (4R)-4-[(1S)-1-Methylallyl]-2-azetidinone 2, prepared stereoselectively from commercially available acetoxy-azetidinone 3, was converted to the β-keto ester 6 in four steps. The iodonium ylide 5 was prepared from 6, then cyclized to obtain the bicyclic β-keto ester 4. Finally, 4 was processed to the target product, S-4661, by conventional procedures.
Novel and Efficient Synthesis of 1β-Methylcarbapenems Utilizing Cyclization of Hypervalent Iodonium Ylides
Kume, Masaharu,Kubota, Tadatoshi,Iso, Yasuyoshi
, p. 8043 - 8046 (2007/10/02)
1β-Methylcarbapenems were efficiently synthesized utilizing acid- and rhodium(II)-catalyzed cyclization of iodonium ylide intermediates, which were easily prepared from the corresponding β-keto ester derivatives.
