94038-18-3Relevant articles and documents
Azide-enolate 1,3-dipolar cycloaddition in the synthesis of novel triazole-based miconazole analogues as promising antifungal agents
González-Calderón, Davir,Mejía-Dionicio, María G.,Morales-Reza, Marco A.,Ramírez-Villalva, Alejandra,Morales-Rodríguez, Macario,Jauregui-Rodríguez, Bertha,Díaz-Torres, Eduardo,González-Romero, Carlos,Fuentes-Benítes, Aydeé
, p. 60 - 65 (2016)
Seven miconazole analogs involving 1,4,5-tri and 1,5-disubstituted triazole moieties were synthesized by azide-enolate 1,3-dipolar cycloaddition. The antifungal activity of these compounds was evaluated in vitro against four filamentous fungi, including A
A convergent, scalable and stereoselective synthesis of azole CYP51 inhibitors
Lepesheva, Galina,Christov, Plamen,Sulikowski, Gary A.,Kim, Kwangho
, p. 4248 - 4250 (2017/10/12)
The study and development of azole-based CYP51 inhibitors is an active area of research across disciplines of biochemistry, pharmacology and infectious disease. Support of in vitro and in vivo studies require the development of robust asymmetric routes to single enantiomer products of this class of compounds. Herein, we describe a scalable and enantioselective synthesis to VNI and VFV, the two potent inhibitors of protozoan sterol 14α-demethylase (CYP51) that are currently under consideration for clinical trials for Chagas disease. A key transformation is the Jacobsen Hydrolytic Kinetic Resolution (HKR) reaction. The utility of the synthetic route is illustrated by the preparation of >25 g quantities of single enantiomers of VNI and VFV.