3.8 Article

(S)-2-(4-Chlorobenzoyl)-1,2,3,4-tetrahydrobenzo[e]pyrazino[1,2-a][1,4]diazepine-6,12(11H,12aH)-dione-Synthesis and Crystallographic Studies

Journal

MOLBANK
Volume -, Issue 4, Pages -

Publisher

MDPI
DOI: 10.3390/M964

Keywords

(S)-2-piperazinecarboxylic acid; tricyclic benzodiazepines; isatoic anhydride; cytotoxicity

Funding

  1. National Science Center [DEC-2011/01/B/NZ4/03566]
  2. European Regional Development Fund and Innovative Economy
  3. National Cohesion Strategy of Poland
  4. European Union from the European Regional Development Fund, under the Operational Program Innovative Economy
  5. National Science Centre, Poland, MAESTRO [DEC-2012/04/A/ST5/00609]

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(S)-2-(4-Chlorobenzoyl)-1,2,3,4-tetrahydrobenzo[e]pyrazino[1,2-a][1,4] diazepine-6,12(11H, 12aH)-dione was obtained in a three-step, one-pot synthesis, starting from optically pure (S)-2-piperazine carboxylic acid dihydrochloride. Selective acylation of the beta-nitrogen atom followed by condensation with isatoic anhydride and cyclization with HATU/DIPEA to a seven-member benzodiazepine ring, led to the tricyclic benzodiazepine derivative. Crystallographic studies and initial biological screening were performed for the title compound.

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