869933-28-8Relevant academic research and scientific papers
Synthesis of long-chain 3-alkylpyrroles bearing terminal carboxy or amino groups
Freitas, Jose M.,Abrantes, Luisa M.,Darbre, Tamis
, p. 2470 - 2478 (2007/10/03)
Two new ω-(1H-pyrrol-3-yl)alkanoic acids 8a,b and the corresponding amines 9a,b were prepared on large scale in 41-51 and 27-39% overall yield, respectively, starting from N-phenylsulfonyl-protected pyrrole. The target compounds contain the desired functional groups for attachment of biomolecules such as proteins. During synthesis, an unprecedented partial reduction of the pyrrole ring with NaBH3CN in glacial AcOH was observed, for which a plausible mechanism is proposed (Scheme 3).
