engleski

Chemical Transformation of Phthalimido-Penam Amides and Peptides

Recently, a novel transformation of sulphoxide penam amide in the reaction with thionyl chloride was carried out. A new series of 4-halo epimers of 3-halo- and 3, 3-dihalo-azetidin-2-one-N-isothiazolidinones was prepared. In connection with a screening program for biologically active azetidinone-isothiazolidinones starting from penam amides instead of sulphoxide penam amides. In the reaction of 6-phthalimido-penam amide 1 with sulphuryl chloride, high stereoselective opening of thiazolidinone ring with generation in situ, the trans-3-phthalimido-4-chloro-azetidin-2-one-N-izothiazolidinone 2 was formed as a dominant epimer. A new series of phthalimido-azetidinone-isothiazolidinones have been prepared strating from phthalimido-penam-peptide.

azetidinone; isothiazolidinone; phthalimido-penam

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