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Dehydroamino Acid Derivatives (dehydroamino + acid_derivative)
Selected AbstractsFree Radical-Mediated Tandem Reaction of Dehydroamino Acid Derivative with ,-Allyl Palladium Complex: Synthesis of ,,,-Disubstituted Amino Acids.CHEMINFORM, Issue 25 2004Hideto Miyabe Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthesis and Photophysical Studies of a Pyrenylindole and a Phenalenoindole Obtained from Dehydroamino Acid Derivatives , Application as Fluorescent Probes for Biological SystemsEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 23 2009Goreti Pereira Abstract Two pyrenyl-dehydroamino acid derivatives were cyclized by a metal-assisted C,N intramolecular cyclization developed in our research group, to give a pyrenylindole and a phenalenoindole. The pyrenylindole was inserted into a peptide by solid-phase coupling, with use of a 2-chlorotrityl chloride resin and a Fmoc strategy. The photophysical properties of the pyrenylindole and phenalenoindole in several solvents were studied and showed that these compounds can be used as fluorescence probes. The results obtained with the peptide labelled with the pyrenylindole moiety show potential for use of this compound as a fluorescence label avoiding the aggregation propensity of pyrene compounds. Photophysical studies of the pyrenylindole and of the phenalenoindole in lipid membranes were also carried out. Steady-state fluorescence anisotropy measurements revealed that both compounds adopt locations inside the lipid bilayers and are able to report the transition between the gel and liquid-crystalline phases. The results point to potential use of these compounds as fluorescent probes for biological systems.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009) [source] Synthesis of ,,,-Disubstituted Amino Acids Based on Tandem Reaction of Dehydroamino Acid Derivatives.CHEMINFORM, Issue 21 2005Hideto Miyabe Abstract For Abstract see ChemInform Abstract in Full Text. [source] Application of P-Chirogenic Bisphospholane Ligands to Rhodium Catalyzed Asymmetric Hydrogenation of ,- and ,-Acetamido Dehydroamino Acid Derivatives.CHEMINFORM, Issue 49 2004Garrett Hoge Abstract For Abstract see ChemInform Abstract in Full Text. [source] Palladium-Catalyzed Borylation and Suzuki Coupling (BSC) to Obtain ,-Substituted Dehydroamino Acid Derivatives.CHEMINFORM, Issue 47 2003Ana S. Abreu Abstract For Abstract see ChemInform Abstract in Full Text. [source] Synthesis of Novel Amino Acids and Dehydroamino Acids Containing the Benzo[b]thiophene MoietyEUROPEAN JOURNAL OF ORGANIC CHEMISTRY, Issue 8 2003Ana S. Abreu Abstract Several novel amino acids and dehydroamino acids containing the benzo[b]thiophene moiety were prepared by Michael addition or sequential Michael addition and palladium-catalyzed C,C or C,N cross couplings. The substrates for Michael addition were the methyl esters of N,N -bis(tert -butyloxycarbonyl)dehydroalanine [Boc2,,Ala,OMe] and N -(4-toluenesulfonyl)- N -(tert -butyloxycarbonyl)dehydroalanine [Tos,,Ala(N -Boc),OMe], and the nucleophiles were aromatic thiols and 3-iodobenzylamine. The addition of mercaptobenzo[b]thiophenes directly to Tos,,Ala(N -Boc),OMe gave stereoselectively, in good yields, the E -isomer of the corresponding dehydrocysteine. When thiophenols and 3-iodobenzylamine were used as nucleophiles the presence of an additional function (halogen or amine) allowed a subsequent palladium-catalyzed cross-coupling reaction with functionalized benzo[b]thiophenes (boronic acids, a halogen or an amine). Using this strategy, several racemic amino acid and dehydroamino acid derivatives, which are linked to the benzo[b]thiophene moiety by an aromatic spacer, were obtained in good yields. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) [source] Enantioselective Hydrogenation of N -Acetyldehydroamino Acids over Supported Palladium CatalystsADVANCED SYNTHESIS & CATALYSIS (PREVIOUSLY: JOURNAL FUER PRAKTISCHE CHEMIE), Issue 3 2007György Szöll Abstract The enantioselective hydrogenation of two N -acetyldehydroamino acids over Cinchona alkaloid-modified, supported palladium catalysts has been studied. Moderate enantioselectivities, up to 36,%, were obtained in the hydrogenation of 2-acetamidocinnamic acid over cinchonidine-modified Pd/TiO2 under low hydrogen pressure. Increase in the pressure or use of benzylamine as additive led to a gradual decrease in the enantiomeric excess and eventually inversion of the sense of the enantioselectivity. On the contrary, the optical purity of the product resulting from the hydrogenation of 2-acetamidoacrylic acid was significantly increased by addition of benzylamine to the reaction mixture. Enantiomeric excess values up to 58,% and 60,% were obtained over Pd/Al2O3 modified by cinchonidine and cinchonine, respectively. These optical purities are the best obtained in the hydrogenation of dehydroamino acid derivatives over chirally modified heterogeneous metal catalysts. [source] | ||||||||||