1198-72-7Relevant academic research and scientific papers
Amino Acids, 9 - Reactions of 5-Oxoproline Derivatives with Phosphorus Pentachloride - Synthesis of Chloro-pyrrole-2-carboxylic Acid Derivatives
Effenberger, Franz,Mueller, Wolfgang,Isak, Heinz
, p. 45 - 54 (2007/10/02)
N-Benzyl-4,5-dichloro-1H-pyrrole-2-carboxylic esters 6 are formed from N-benzyl-5-oxoproline esters 5 and PCl5 via differently chlorinated intermediates.The N-benzhydryl- L-3 and N-acyl-5-oxoproline esters L-4, on the other hand, suffer cleavage of the N-substituent in the course of this reaction sequence to give L-4,4,5-trichloro-3,4-dihydro-2H-pyrrole-2-carboxylic esters 18, which are dehydrohalogenated in the presence of base, yielding 4,5-dichloro-1H-pyrrole-2-carboxylic esters 20.These reactions provide the best access to 4,5-dichloro-1H-pyrrole-2-carboxylic acid derivatives which, in turn, can serve as precursors in the synthesis of pyoluteorin type compounds.
