157825-35-9Relevant articles and documents
Synthesis, Chemical Property, and Cytotoxicity of the Carzinophilin Congeners Carrying a 2-(1-Acylamino-1-alkoxycarbonyl)methylidene-1-azabicyclohexane System
Hashimoto, Masaru,Matsumoto, Miyoko,Yamada, Kaoru,Terashima, Shiro
, p. 2207 - 2210 (1994)
Synthesis of the title compounds was achieved by employing condensation of the 2-methoxy-1-pyrroline with ethyl nitroacetate and construction of 1-azabicyclohexane systems from 5-mesyloxymethylpirrolidines as key steps.Some of these congeners which carry a C6-C11 unit involving the naphthalene part, were found to exhibit prominent cytotoxicity and effectively alkylate nucleophiles at both the aziridine and epoxide moieties. Key words: carzinophilin congeners, synthesis, chemical property, reaction with nucleophiles, cytotoxicity
Synthetic studies of carzinophilin. Part 1: Synthesis of 2-methylidene-1-azabicyclo[3.1.0]hexane systems related to carzinophilin
Hashimoto, Masaru,Matsumoto, Miyoko,Terashima, Shiro
, p. 3019 - 3040 (2007/10/03)
Synthesis of the model compounds of carzinophilin carrying 2-methylidene-1-aza-bicyclo[3.1.0]hexane systems was achieved. Formation of malonylidenes or N-acyl-glycinylidenepyrrolidines was carried out by utilizing Eschenmoser's sulfide contraction or Herdeis's condensation between the 2-methylthio-Δ1-pyrrolone derivatives and ethyl nitroacetate, respectively. The 1-azabicyclo-[3.1.0]hexane systems were constructed by base-promoted aziridine formation.