2835-06-5Relevant articles and documents
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Kulikova,Strukov
, (1969)
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Asymmetric Transformation of (RS)-2-Phenylglycine via Formation of Salt with (1S)-10-Camphorsulfonic Acid
Shiraiwa, Tadashi,Sakata, Shinji,Fujishima, Keiko,Kurokawa, Hidemoto
, p. 191 - 195 (1991)
An asymmetric transformation of (RS)-2-phenylglycine was carried out via formation of a salt with (1S)-10-camphorsulfonic acid in acetic acid, propanoic acid, or butanoic acid by heating at 100 deg C without using any catalysts such as aldehydes.The rate of epimerization of a more soluble salt of (S)-Phg with (S)-CS was estimated to be the lowest in acetic acid and highest in butanoic acid.The asymmetric transformation in propanoic acid, however, was achieved successfully to give the salt of (R)-Phg with (S)-CS with 100percent optical purity in 82percent yield.Optically pure (R)-Phg was obtained from the salt in 80percent yield based on the (RS)-Phg used as the starting material.
Design, synthesis, and biological activities of novel 2-alkylpyrrole derivatives
Li, Yongqiang,Wang, Ziwen,Zhang, Pengxiang,Liu, Yuxiu,Xiong, Lixia,Wang, Qingmin
, p. 1410 - 1414 (2015)
To investigate the alkyl analog of insecticide chlorfenapyr, two series of 2-alkyl-4-bromo-5-(trifluoromethyl)pyrrole-3-carbonitriles were synthesized with a cycloaddition as the key step. The target products were characterized by 1H-NMR spectroscopy, elemental analysis, or HRMS. The insecticidal, herbicidal, and antifungal activities of the target compounds were evaluated and found that these compounds did not show much insecticidal activity, but compounds 4, 10, and 11 had very good fungicidal activities against Alternaria solani and Fusarium oxysporum. Moreover, compound 4 had an outstanding inhibition effect against pigweed.
Development of anti-inflammatory peptidomimetics based on the structure of human alpha1-antitrypsin
Lior, Yotam,Shtriker, Efrat,Kahremany, Shirin,Lewis, Eli C.,Gruzman, Arie
supporting information, (2021/11/16)
Human α1-antitrypsin (hAAT) has two distinguishing functions: anti-protease activity and regulation of the immune system. In the present study we hypothesized that those two protein functions are mediated by different structural domains on the hAAT surface. Indeed, such biologically active immunoregulatory sites (not associated with canonical anti-protease activity) on the surface of hAAT were identified by in silico methods. Several peptides were derived from those immunoregulatory sites. Four peptides exhibited impressive biological effects in pharmacological concentration ranges. Peptidomimetic (14) was developed, based on the structure of the most druggable and active peptide. The compound exhibited a potent anti-inflammatory activity in vitro and in vivo. Such a compound could be used as a basis for developing novel anti-inflammatory drug candidates and as a research tool for better understanding hAAT functions.
Synthesis of Unprotected 2-Arylglycines by Transamination of Arylglyoxylic Acids with 2-(2-Chlorophenyl)glycine
Inada, Haruki,Shibuya, Masatoshi,Yamamoto, Yoshihiko
, p. 11047 - 11059 (2020/10/12)
The transamination of α-keto acids with 2-phenylglycine is an effective methodology for directly synthesizing unprotected α-amino acids. However, the synthesis of 2-arylglycines by transamination is problematic because the corresponding products, 2-arylglycines, transaminate the starting arylglyoxylic acids. Herein, we demonstrate the use of commercially available l-2-(2-chlorophenyl)glycine as the nitrogen source in the transamination of arylglyoxylic acids, producing the corresponding 2-arylglycines without interference from the undesired self-transamination process.
Novel synthetic method of D/L-phenyl glycine
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Paragraph 0022-0025, (2020/04/22)
The invention relates to a novel synthetic method of D/L-phenyl glycine. An existing synthetic method of D/L-phenylglycine is used for producing D/L-phenyl glycine by using highly toxic raw materials,and the synthetic method is harmful. According to the synthesis method, benzene is used as a solvent and a raw material. The method comprises the following steps: firstly, performing Friedel-Crafts alkylation reaction between benzene and dichloroacetic acid or bromochloroacetic acid under the catalystic function of a catalyst, wherein the reaction temperature of Friedel-Crafts alkylation reactionis 55-60 DEG C, the reaction time is 7h, and after Friedel-Crafts alkylation reaction, a benzene solution of alpha-chlorophenylacetic acid or alpha-bromophenylacetic acid is obtained; separating thereaction product into a water phase by using 20% ammonia water; adding urotropin into the water phase to carry out catalytic reactions at a temperature of 75-80 DEG C for 12 hours, controlling the temperature to be 70-80 DEG C, neutralizing the solution by 30% sulfuric acid until the pH value is equal to 6.5 to obtain a D/L-phenyl glycine water solution, and performing suction filtration to obtaina filter cake, namely D/L-phenyl glycine. Cyanide is not used, production is safe, energy consumption is reduced, and the raw material quality standard of downstream products is met.