132376-67-1Relevant articles and documents
Intramolecular acylative ring-switching reactions of 3-(tetrahydro-2′-furyl)propanoic acid derivatives to give butanolides: Mechanism and scope
Grayson, David H.,McCarthy, Una,Roycroft, Edwin D.
, p. 1930 - 1937 (2003)
The mechanisms by which dihydro-5-(3′-trifluoroacetoxypropyl)-2(3H)-furanone is formed when 3-(tetrahydro-2′- furyl)propanoic-trifluoroacetic mixed anhydride is treated with an acidic catalyst is defined, and routes to some potentially useful butanolide synthons are described.
Novel Bicyclic Pyridinones
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Page/Page column 70, (2012/10/08)
Compounds and pharmaceutically acceptable salts of the compounds are disclosed, wherein the compounds have the structure of Formula I as defined herein. Corresponding pharmaceutical compositions, methods of treatment, methods of synthesis, and intermediates are also disclosed.
The interaction of heteroaryl-acrylates and alanines with phenylalanine ammonia-lyase from parsley
Paizs, Csaba,Katona, Adrian,Retey, Janos
, p. 2739 - 2744 (2008/02/03)
Acrylic acids and alanines substituted with heteroaryl groups at the β-position were synthesized and spectroscopically characterized (UV, HRMS, 1H NMR, and 13C NMR spectroscopy). The heteroaryl groups were furanyl, thiophenyl, benzofuranyl, and benzothiophenyl and contained the alanyl side chains either at the 2- or 3-positions. While the former are good substrates for phenylalanine ammonia lyase (PAL), the latter compounds are inhibitors. Exceptions are thiophen-3-yl-alanine, a moderate substrate and furan-3-yl-alanine, which is inert. Possible reasons for these exceptions are discussed. Starting from racemic het eroaryl-2-alanines their D-enantiomers were prepared by using a stereodestructive procedure. From the heteroaryl-2- acrylates, the L-enantiomers of the heteroaryl-2-alanines were prepared at high ammonia concentration. These results can be best explained by a Friedel - Crafts-type electrophilic attack at the aromatic part of the substrates as the initial step of the PAL reaction.