66417-42-3Relevant articles and documents
Pd-catalyzed decarboxylative arylation of silyl enol ester sp3 β-C-H bond under aerobic conditions
Fu, Zhengjiang,Huang, Shijun,Kan, Jian,Su, Weiping,Hong, Maochun
supporting information; experimental part, p. 11317 - 11321 (2011/02/16)
Pd-catalyzed aerobic oxidative coupling of various benzoic acids with silyl enol esters proceeds via a combination of decarboxylation with sp3 β-C-H bond activation to give Heck-type products. Mechanistic studies reveal this coupling involves in situ generation of olefin from aerobic oxidation of silyl enolate, followed by decarboxylative Heck coupling.
Structure-activity relationships of phenylpropanoids as antifeedants for the pine weevil Hylobius abietis
Bohman,Nordlander,Nordenhem,Sunnerheim,Borg-Karlson,Unelius
, p. 339 - 352 (2008/09/18)
Ethyl cinnamate has been isolated from the bark of Pinus contorta in the search for antifeedants for the pine weevil, Hylobius abietis. Based on this lead compound, a number of structurally related compounds were synthesized and tested. The usability of the Topliss scheme, a flow diagram previously used in numerous structure-activity relationship (SAR) studies, was evaluated in an attempt to find the most potent antifeedants. The scheme was initially followed stepwise; subsequently, all compounds found in the scheme were compared. In total, 51 phenylpropanoids were tested and analyzed for SARs by using arguments from the field of medicinal chemistry (rational drug design). Individual Hansch parameters based on hydrophobicity, steric, and electronic properties were examined. The effects of position and numbers of substituents on the aromatic ring, the effects of conjugation in the molecules, and the effects of the properties of the parent alcohol part of the esters were also evaluated. It proved difficult to find strong SARs derived from single physicochemical descriptors, but our study led to numerous new, potent, phenylpropanoid antifeedants for the pine weevil. Among the most potent were methyl 3-phenylpropanoates monosubstituted with chloro, fluoro, or methyl groups and the 3,4-dichlorinated methyl 3-phenylpropanoate.
Acid-labile anchor groups for the synthesis of peptide amides by a solid-phase method
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, (2008/06/13)
The invention relates to new compounds of the formula STR1 in which R1 denotes (C1 -C8)-alkyl, R2 denotes an amino acid residue which is protected with a urethane protective group which can be eliminated with weak acid or base, or denotes an amino protective group which can be eliminated with weak acid or base, R3 denotes hydrogen or (C1 -C4)-alkyl, and Y1 -Y9 denote identical or different radicals hydrogen, (C1 -C4)-alkyl, (C1 -C4)-alkoxy or --O--(CH2)n --COOH (with n=1 to 6), with one of these radicals being --O--(CH2)n --COOH, or Y1, Y2 and Y5 -Y9 denote identical or different radicals hydrogen, (C1 -C4)-alkyl or (C1 -C4)-alkoxy, Y3 denotes hydrogen or (C1 -C8)-alkoxy and Y4 denotes --(CH2)n --COOH or --NH--CO--(CH2)n --COOH (with n=1 to 6). Processes for the preparation thereof and the synthesis of peptide amides by a solid-phase method using these new compounds (spacers) are described.
