85235-40-1Relevant academic research and scientific papers
New facile alkoxycarbonylating agent, alkyl pyrazole-1-carboxylates. The preparation and the utilities
Kashima, Choji,Tsuruoka, Shiro,Mizuhara, Saori
, p. 14679 - 14688 (2007/10/03)
Alkyl pyrazole-1-carboxylates (2), which were readily prepared from alkyl chloroformate or carbazate in good yields, were provided as the new facile alkoxycarbonylating agents toward the Grignard reagents for the synthesis of one carbon higher carboxylic esters. Also amines were alkoxycarbonylated by 2 to produce the corresponding urethanes even in an aqueous medium. Benzyl 3,5-dimethylpyrazole-1-carboxylate (2d) could be utilized for the Cbz-protection of amino acids and esters in good yield without any racemization.
Enantioselective reduction of C=O and C=N compounds with NADH model N,N,1,2,4-pentamethyl-1,4-dihydronicotinamide
Versleijen,Sanders-Hovens,Vanhommerig,Vekemans,Meijer
, p. 7793 - 7802 (2007/10/02)
The scope and mechanism of enantioselective hydride transfer from NADH model 4 to prochiral C=O and C=N compounds were investigated. Efficient chirality transfer from 4 to α-keto esters and α-methoxycarbonylimino esters was achieved. The resemblance in reactivity and stereochemistry of the prochiral C=O and C=N-CO2Me functionalities in the hydride transfer reaction is attributed to the intervention of a similar Mg(ClO4)2-mediated ternary complex.
Intramolecular amidoalkylation of aromatics. II. Synthesis of conformationally restriced bridged peptides analogues of Phg-Gly or Gly-Phg
Ben-Ishai,McMurray
, p. 6399 - 6410 (2007/10/02)
Derivatives of Phg-α-MeO-GlyOH(3) and its isomer α-MeO-Gly-Phg(2) were prepared and their inter and intramolecular amidoalkylation reactions were studied. Derivatives of 2 underwent smooth cyclization to give 4-amino-3-isoquinolon-1-carboxylic acid derivatives (4, 8). The isomer 3, which reacted smoothly intermolecularly with toluene to give the open chain peptide 7, reacted sluggishly intramolecularly.
N-Acyl-α-imino Acid Derivatives, II. - Synthesis of N-Acylimines of Methyl Phenylglyoxylate
Koeppen, Juergen,Matthies, Dieter,Schweim, Harald
, p. 2383 - 2389 (2007/10/02)
The title compounds 8 are obtainable via treatment of phenylglycine methyl ester (2) with tert-butyl hypochlorite or by direct dehydrogenation of the N-acylphenylglycine ester 6 with N-bromosuccinimide.
