Synthetic studies of carzinophilin. Part 2: Synthesis of 3,4-dibenzyloxy-2-methylidene-1-azabicyclo[3.1.0]hexane systems corresponding to the C1-C17 fragment of carzinophilin |
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Authors: | Masaru Hashimoto Miyoko MatsumotoShiro Terashima |
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Institution: | Sagami Chemical Research Center, 2743-1, Hayakawa, Ayase, Kanagawa 252-1193, Japan |
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Abstract: | A model compound bearing the C1-C17 fragment of carzinophilin was synthesized. The synthesis involved coupling reaction of a cyclic thioimidate with the 4H-oxazol-5-one derivative, ring-opening of the 4H-oxazol-5-one to furnish a dehydropeptide system, elaboration of the C1-C6 enolamide, and construction of the aziridine ring as key steps. |
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Keywords: | carzinophilin azinomycin pyrrolidin (1-azabicyclo[3 1 0 ]hex-2-ylidene) glycine azalactone |
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