The total synthesis of penicillin V

JC Sheehan, KR Henery-Logan

Index: Sheehan; Henery-Logan Journal of the American Chemical Society, 1959 ,  vol. 81, p. 3089,3091, 3092            

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Citation Number: 231

Abstract

Potassium phenoxymethylpenicillinate (VIII), synthesized totally in a series of reactions from D-penicillamine (0-11) and t-butyl phthalimidomalonaldehydate (I), has been shown to be identical to natural penicillin V (potassum salt) in physical and biological properties. In the key step, the monopotassium salt of the penicilloic acid (D-CY-VII) wdS cyclized by means of N, N'-dicyclohexylcarbodiimide. A similar series of reactions starting with DL-penicillamine ...