Studies on the syntheses of heterocylic compounds—762: Synthesis of 3-benzyl-6-methyl-2-oxo-3,6-diazabicyclo[3.1.0]hexane as a synthetic intermediate of mitomycins |
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| Authors: | Tetsuji Kametani Yoshio Kigawa Masataka Ihara |
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| Institution: | Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980, Japan |
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| Abstract: | (±)-1-Benzyl-3α-hydroxy-4β-methylamino-2-oxopyrrolidine (15) and its cis-isomer (16) were synthesised from 1-benzyl-4-ethoxycarbonyl-2,3-dioxopyrrolidine (2) in several steps. The former (15) was converted to 3-benzyl-6-methyl-2-oxo-3,6-diazabicyclo3.1.0]hexane (17) with a mixture of triphenylphosphine, carbon tetrachloride and triethylamine. |
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