54149-02-9Relevant articles and documents
The Chemistry of 4-Mercaptoazetidin-2-ones. Part 4. Synthesis of Cyclopropanespiro-2-bisnorpenicillanic Acids
Osborne, Neal F.
, p. 1435 - 1440 (2007/10/02)
Reaction of the 4-mercaptoazetidin-2-one (6) with benzyl 2-bromocyclopropylideneacetate (7) gave the C-3 epimeric cyclopropanespiro-2-bisnorpenicillanates (9) and (10).Standard procedures were used to convert the 3S-epimer into the ampicillin analogue (15).Hydrogenolysis of the esters (9) and (15) gave the cyclopropanespiro-2-bisnorpenicillanic acids (13) and (16) both of which had antibacterial properties similar to those of the corresponding penicillins.