848825-79-6Relevant academic research and scientific papers
Design, synthesis and evaluation of novel levoglucosenone derivatives as promising anticancer agents
Borini Etichetti, Carla M.,Cicetti, Soledad,Girardini, Javier E.,Sarotti, Ariel M.,Spanevello, Rolando A.,Suárez, Alejandra G.,Tsai, Yi-hsuan
, (2020)
A series of levoglucosenone-derived 1,2,3-triazoles and isoxazoles featuring a flexible spacer between the heteroaromatic and anhydropyranose cores have been designed and synthesized following an hetero Michael // 1,3-dipolar cycloaddition path. The use o
Asymmetric Organocatalysis and Continuous Chemistry for an Efficient and Cost-Competitive Process to Pregabalin
Bernardi, Luca,Carlone, Armando,Cobley, Christopher J.,Mccormack, Peter,Oruganti, Srinivas,Warr, Tony
, p. 2795 - 2805 (2021/12/13)
Herein, we present the scale up development of an innovative synthetic process to pregabalin. The process is underpinned by two enabling technologies critical to its success; continuous chemistry allowed a safe and clean production of nitroalkene, and asymmetric organocatalysis gave access to the chiral intermediate in an enantioenriched form. Crucial to the success of the process was the careful development of a continuous process to nitroalkene and optimization of the organocatalyst and of the reaction conditions to attain remarkably high turn-over frequency in the catalytic asymmetric reaction. Successful recycle of the organocatalysts was also developed in order to achieve a cost-competitive process.
Modified Fullerenes for Efficient Electron Transport Layer-Free Perovskite/Fullerene Blend-Based Solar Cells
Sandoval-Torrientes, Rafael,Pascual, Jorge,García-Benito, Inés,Collavini, Silvia,Kosta, Ivet,Tena-Zaera, Ramón,Martín, Nazario,Delgado, Juan Luis
, p. 2023 - 2029 (2017/05/16)
A variety of novel chemically modified fullerenes, showing different electron-accepting capabilities, has been synthesized and used to prepare electron transport layer (ETL)-free solar cells based on perovskite/fullerene blends. In particular, isoxazolino[60] fullerenes are proven to be a good candidate for processing blend films with CH3NH3PbI3 and obtaining enhanced power conversion efficiency (PCE) ETL-free perovskite solar cells (PSCs), improving the state-of-the-art PCE (i.e., 14.3 %) for this simplified device architecture. A beneficial effect for pyrazolino and methano[60]fullerene derivatives versus pristine [60]/fullerene is also shown. Furthermore, a clear correlation between the LUMO energy level of the fullerene component and the open circuit voltage of the solar cells is found. Apart from the new knowledge on innovative fullerene derivatives for PSCs, the universality and versatility of perovskite/fullerene blend films to obtain efficient ETL-free PSCs is demonstrated.
Synthesis of Nitriles from Aldoximes and Primary Amides Using XtalFluor-E
Keita, Massaba,Vandamme, Mathilde,Paquin, Jean-Fran?ois
, p. 3758 - 3766 (2015/11/28)
The dehydration reaction of aldoximes and amides for the synthesis of nitriles using [Et2NSF2]BF4 (XtalFluor-E) is described. Overall, the reaction proceeds rapidly (normally 1 h) at room temperature in an environmentally benign solvent (EtOAc) with only a slight excess of the dehydrating agent (1.1 equiv). A broad scope of nitriles can be prepared, including chiral nonracemic ones. In addition, in a number of cases, further purification of the nitrile after the workup was not required.
Design, synthesis and prostate cancer cell-based studies of analogs of the Rho/MKL1 transcriptional pathway inhibitor, CCG-1423
Evelyn, Chris R.,Bell, Jessica L.,Ryu, Jenny G.,Wade, Susan M.,Kocab, Andrew,Harzdorf, Nicole L.,Hollis Showalter,Neubig, Richard R.,Larsen, Scott D.
scheme or table, p. 665 - 672 (2010/06/21)
We recently identified bis(amide) CCG-1423 (1) as a novel inhibitor of RhoA/C-mediated gene transcription that is capable of inhibiting invasion of PC-3 prostate cancer cells in a Matrigel model of metastasis. An initial structure-activity relationship study focusing on bioisosteric replacement of the amides and conformational restriction identified two compounds, 4g and 8, with improved selectivity for inhibition of RhoA/C-mediated gene transcription and attenuated cytotoxicity relative to 1. Both compounds were also capable of inhibiting cell invasion with equal efficacy to 1 but with less attendant cytotoxicity.
Synthesis and biological activity of 3-substituted isoxazolecarboxamides
Gucma, Miroslaw,Golebiewski, W. Marek
scheme or table, p. 461 - 469 (2011/07/30)
A series of novel 3-substituted isoxazolecarboxamides have been prepared. A key step was 1,3-dipolar cycloaddition of nitrile oxides to α,β-unsaturated esters. Some of these compounds exhibited high fungicidal activities against Alternaria alternata, Botrytis cinerea, Rhizoctonia solani, Fusarium culmorum, and Phytophthora cactorum.
