180462-77-5Relevant academic research and scientific papers
Reduction of nitriles into aldehydes using a TMDS/V(O)(OiPr)3 reducing system
Laval, Stéphane,Dayoub, Wissam,Pehlivan, Leyla,Métay, Estelle,Delbrayelle, Dominique,Mignani, Gérard,Lemaire, Marc
, p. 23 - 26 (2014)
A simple and convenient method for the chemoselective reduction of nitriles into aldehydes using a 1,1,3,3-tetramethyldisiloxane (TMDS)/ triisopropoxyvanadium(V) oxide reducing system is described. Aromatic as well as aliphatic nitriles are reduced into the corresponding aldehydes in moderate to good yields.
The continuous-flow synthesis of carbazate hydrazones using a simplified computer-vision controlled liquid–liquid extraction system
O'Brien, Matthew,Cooper, Dennis A.,Mhembere, Panashe
supporting information, p. 5188 - 5191 (2016/11/13)
A computer-vision controlled liquid–liquid extraction system was used in the continuous-flow synthesis of a series of carbazate hydrazones. The system uses open-source software components (Python, OpenCV) and is simpler and potentially more economical, in terms of hardware, than one we have described previously.
Tuning the Annulation Reactivity of Vinyl Azides and Carbazates: A Divergent Synthesis of Aza-pyrimidinones and Imidazoles
Shao, Jiaan,Liu, Xingyu,Shu, Ke,Tang, Pai,Luo, Jing,Chen, Wenteng,Yu, Yongping
supporting information, p. 4502 - 4505 (2015/09/28)
A divergent cascade annulation has been developed using readily available vinyl azides and carbazates with a wide range of substituents. Vinyl azides were successfully applied as bifunctional partners to prepare aza-pyrimidinones via 6-ring closure with c
Synthesis of 5-aryl-3H-[1,3,4]oxadiazol-2-ones from N′-(chloro-aryl- methylene)-tert-butylcarbazates using basic alumina as an efficient and recyclable surface under solvent-free condition
Debnath, Kamalesh,Pathak, Sudipta,Pramanik, Animesh
, p. 896 - 899 (2013/02/25)
The synthesis of biologically important 5-aryl-3H-[1,3,4]oxadiazol-2-ones has been carried out by heating the easily synthesized N′-(chloro-aryl- methylene)-tert-butylcarbazates on basic alumina surface under solvent-free condition. The dual characteristic of basic alumina as a solid support as well as a nucleophile is successfully exploited in these reactions. The method provides special attributions such as reduced reaction times, easier work-up procedures, and good to excellent yields as well as increased purity of products and most importantly environmentally friendly protocols. The basic alumina is easily recovered and utilized for further reactions several times without serious loss of activity.
PYRAZOLE COMPOUNDS
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Page/Page column 94-95, (2010/04/30)
The present invention relates to wherein each symbol is as defined in the specification. The compound has a superior mineralocorticoid receptor antagonistic action and is useful as an agent for the prophylaxis or treatment of a disease or condition mediated by the mineralocorticoid receptor activation.
A convergent kilogram-scale synthesis of the PPARα Agonist LY518674: Discovery of a novel acid-mediated triazolone synthesis
Braden, Timothy M.,Coffey, D. Scott,Doecke, Christopher W.,LeTourneau, Michael E.,Martinelli, Michael J.,Meyer, Christopher L.,Miller, Richard D.,Pawlak, Joseph M.,Pedersen, Steven W.,Schmid, Christopher R.,Shaw, Bruce W.,Staszak, Michael A.,Vicenzi, Jeffrey T.
, p. 431 - 440 (2012/12/31)
The first kilogram-scale synthesis of the PPARα agonist LY518674 (1) is described. The de novo convergent synthetic approach involved coupling of two rapidly assembled components, triazolone formation via a novel acid-promoted cyclization reaction, and final step saponification, delivering the compound in 32.5% overall yield via eight total steps with a six-step longest linear sequence. A regioselective alkylation on the dianion of 4-hydroxyphenylbutyric acid allowed the direct preparation of one of the convergent coupling partners, carboxylic acid 12, and an unusual solvent effect enabled the installation of a urea group on a protected hydrazine, permitting the regiospecific preparation of the other coupling partner, semicarbazide mesylate 17. Sulfonic acids were found to effect the desired triazolone ring formation, affording 25 from the coupled precursor acyl semicarbazide 23. Following saponification of 25 to 1, a wide solubility differential between ethyl acetate extracts of 1 and solutions of 1 in anhydrous ethyl acetate was harnessed in the final crystallization step to deliver the final compound in high yield and purity. The novel acid-mediated triazolone formation was further evaluated on a range of additional substrates, showing the new methodology to be largely complementary to existing base-mediated triazolone syntheses.
