3278-14-6Relevant articles and documents
Direct carbodiimide-mediated conjugation of carboxylates using pyridinium p-toluenesulfonate and tertiary amines as additives
Ficht, Simon,R?glin, Lars,Ziehe, Matthias,Breyer, David,Seitz, Oliver
, p. 2525 - 2528 (2004)
The use of carboxylates in the carbodiimide-mediated coupling to amines was investigated. The addition of pyridinium p-toluenesulfonate (PPTS) and a tertiary amine was found to significantly improve acylation yields by up to 70%.
Synthesis, characterization and cytotoxic evaluation of inclusion complexes between Riparin A and β-cyclodextrin
Araújo, éverton José Ferreira de,Silva, Oskar Almeida,Rezende-Júnior, Luís Mário,Sousa, Ian Jhemes Oliveira,Araújo, Danielle Yasmin Moura Lopes de,Carvalho, Rusbene Bruno Fonseca de,Pereira, Sean Telles,Gutierrez, Stanley Juan Chavez,Ferreira, Paulo Michel Pinheiro,Lima, Francisco das Chagas Alves
, p. 84 - 91 (2017)
This study performed a physicochemical characterization of the inclusion complex generated between Riparin A and β-cyclodextrin (Rip A/β-CD) and compared the cytotoxic potential of the incorporated Rip A upon Artemia salina larvae. Samples were analyzed by phase solubility diagram, dissolution profile, differential scanning calorimetry, X-ray diffraction, infrared spectroscopy, proton nuclear magnetic resonance, scanning electron microscopy and artemicidal action. Riparin A/β-cyclodextrin complexes presented increased water solubility, AL type solubility diagram and Kst constant of 373?L/mol. Thermal analysis demonstrated reduction of the melt peak of complexed Rip A at 116.2?°C. Infrared spectroscopy confirmed generation of inclusion complexes, 1H NMR pointed out the interaction with H-3 of β-CD cavities, alterations in the crystalline natures of Rip A when incorporated within β-CD were observed and inclusion complexes presented higher cytotoxic on A.?salina nauplii, with CL50 value of 117.2 (84.9–161.8) μg/mL. So, Rip A was incorporated into β-CDs with high efficiency and water solubility of Rip A was improved. Such solubility was corroborated by cytotoxic evaluation and these outcomes support the improvement of biological properties for complexes between Riparin A/β-cyclodextrin.
UV-Light-Induced N-Acylation of Amines with α-Diketones
Xu, Zhihui,Yang, Tianbao,Tang, Niu,Ou, Yifeng,Yin, Shuang-Feng,Kambe, Nobuaki,Qiu, Renhua
supporting information, p. 5329 - 5333 (2021/07/21)
Herein, we develop a mild method for N-acylation of primary and secondary amines with α-diketones induced by ultraviolet (UV) light. Forty-six examples with various functional groups are explored at room temperature with irradiation by three 26 W UV lamps (350-380 nm). The yield reaches 97%. The gram scale experiment product yield is 76%. Moreover, this system can be applied to the synthesis of several amino acid derivatives. Mechanistic studies show that benzoin is generated in situ from benzil under UV irradiation.
Method for click construction of amido bond by using pyrimidine condensing agent and application of amido bond in synthesis of amide and polypeptide
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Paragraph 0160-0163; 0207-0208, (2021/05/29)
The invention discloses a method for click construction of an amido bond by using a pyrimidine condensing agent and an application of the amido bond in synthesis of amide and polypeptide. The amido bond construction method comprises the following steps: adding an organic solvent dissolved with organic alkali into a carboxylic acid component and an amine component, stirring for reaction, adding an organic solvent dissolved with a pyrimidine condensing agent, continuously stirring for reaction, concentrating, separating and purifying to obtain an amide or polypeptide product. According to the amido bond construction method, the use amount of the condensing agent is small, and the condensing agent is safe, odorless and easy to store and has good atom economy. The amido bond construction reaction time is only several seconds to ten minutes, and the amide or polypeptide synthesis time is greatly shortened. Besides, the amido bond construction reaction can also be quickly carried out in an organic phase-water phase biphasic system and in the organic phase-water phase biphasic system under the condition that alkali is not added, so that a mild and feasible path is provided for the amido bond construction reaction in an alkali-sensitive biological system.