ChemInform Abstract: Pyrrolo(1,4)benzodiazepines. Part 4. Synthesis of E- and Z-5,11-Dioxo-11a-ethoxycarbonyl-2-ethylidene-1,2,3,10,11,11a-hexahydro-5H-pyrrolo(2,1-c)(1,4)benzodiazepine (VIIIa) and (VIIIb).
Abstract
The key intermediate (III) is obtained by NaBH4 reduction of the known precursor (I) using Py instead of THF as solvent (as tried previously what leads only to (II)).
ChemInform Abstract
The key intermediate (III) is obtained by NaBH4 reduction of the known precursor (I) using Py instead of THF as solvent (as tried previously what leads only to (II)). The E/Z isomers (VIII) prepared via (V) are separated to give (E)-(VIIIa), whose structure is similar to that of the antitumor antibiotic tomaymycin. When compound (X) is refluxed in P2O5/benzene, (VIIIa) is obtained as well, but in very low yield and in mixture with the vinyl derivative (VII).