Abstract

The asymmetric synthesis of compound 1, with potential angiotensin-converting enzyme inhibitory activity, is reported. From the chiral precursor 5, readily available from L-glutamic acid, two strategies to the key heterocyclic system pyrrolo[1,2-b] [1,2]diazepine have been developed. The first one is based on the formation of the pyrrole nucleus in the early stages of the synthesis. The second strategy is based on the formation of the pyrrole in the final stages and can be regarded as a two-step Paal-Knorr N-aminopyrrole synthesis, in which intermediate N-protection is unnecessary

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