Bulletin of the Chemical Society of Japan · 1982 · 22 citations · 6 references
PharmacyMedicinal ChemistryPharmacologyDrug DiscoveryOrganometallic ChemistrySynthetic Medicinal ChemistryAmino Acid ChemistryAmino Acid-derived Natural ProductsPeptide ChemistryPeptide Drug DiscoveryNatural Product Total SynthesisPeptide Medicinal ChemistryTotal Synthesis-derived Analogues
Abstract Direct synthesis of peptides containing 1-benzyloxycarbonyl-2-aziridinecarboxylic acid were carried out by the reaction of β-hydroxy-α-amino acid peptides with DEAD–TPP reagents, and key O-peptide intermediates of actinomycin D synthesis were prepared via a ring-opening reaction of the aziridine with N-protected dipeptide. Peptide lactone was prepared by the DCC–HOBt method, and the subsequent debenzyl procedure and oxydation procedure gave the title compounds in good yields.
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