80314-99-4Relevant academic research and scientific papers
An Enantiospecific Entry to Indolizidines by Intramolecular Acylation of N-Pyrrole Esters
Jefford, Charles W.,Thornton, Steven R.,Sienkiewicz, Krzysztof
, p. 3905 - 3908 (2007/10/02)
L-Glutamic diethyl ester hydrochloride was converted to its pyrrole derivative 22 by condensation with 2,5-dimethoxytetrahydrofuran in water.Cyclization of 22 with BBr3 afforded (5S)-5,6-dihydro-5-etoxycarbonyl-8(7H)-indolizinone (23).Catalytic hydrogenation of 23 over Pd/C in acetic acid gave exclusively (5S,9R)-5-ethoxycarbonylindolizidine in an overall yield of 41percent, whereas hydrogenation over Rh/Al2O3 in ethanol gave predominantly (5S,8S,9S)-5-ethoxycarbonyl-8-hydroxyindolizidine in 48.5percent overall yield.
STRUCTURE ELUCIDATION AND SYNTHESIS OF (2S)-4-OXO-1-AZABICYCLOOCTA-5,7-DIENE-2-CARBOXYLIC ACID, A NEW METABOLITE ISOLATED FROM STREPTOMYCES OLIVACEUS
Box, S. J.,Corbett, D. F.
, p. 3293 - 3296 (2007/10/02)
The structure of a new metabolite isolated from Streptomyces olivaceus has been shown to be (2S)-4-oxo-1-azabicycloocta-5,7-diene-2-carboxylic acid by means of its spectroscopic properties and total synthesis.
