Electric Literature of 107534-96-3, New Advances in Chemical Research in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol, molecular formula is C16H22ClN3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, below Introduce a new synthetic route.
Example 8 Synthesis of 2-{2-[2-(4-chloro-phenyl)-ethyl]-2-hydroxy-3,3-dimethyl-butyl}- 2,4-dihydro-[1 ,2,4]triazole-3-thioneTo an ice-cold solution of 1 -(4-chloro-phenyl)-4,4-dimethyl-3-[1 ,2,4]triazol-1 -ylmethyl- pentan-3-ol (236 mg, 0.77 mmol) in 2 mL of THF was added a solution iPrMgCI in THF (2.0 M, 1 .0 mL, 2.0 mmol). The solution was warmed to 40 C and kept at that temperature for 90 min. Then, it was cooled to 0 C and treated and a suspension of sulfur (75 g, 2.34 mmol) in 1 mL of THF was added portionwise and the mixture stirred for another 60 min at 0 C. The solution was then poured onto 4% HCI (20 mL). The a- queous phase was extracted with TBME (2×30 mL). The combined org. phases were successively washed with water and brine. The crude product was obtained after drying over Na2S04 and removal of all volatiles. Purification was accomplished through flash column chromatography on silica (cyclohexane/EtOAc mixtures) to obtain the product as a colorless liquid (151 mg, 0.44 mmol, 58% yield).1H N R (DMSO-de. 500 MHz): delta (ppm) = 8.40 (s, 1 H); 7.29 (d, J = 12.0 Hz, 2 H); 7.18 (d, J = 12.0 Hz, 2 H); 4.51 -4.58 (m, 2 H); 4.00-4.06 (m, 1 H); 2.61 (dt, J = 5.0 Hz, J = 17.0 Hz, 1 H); 2.20-2.30 (m, 1 H); 1 .94-2.04 (m, 1 H); 1 .70 (dt, J = 5.0 Hz, J = 19.0 Hz, 1 H); 0.94 (s, 9 H).
The potential utility of systematic synthetic strategy will be applicable to efficient generations of chemical libraries of compounds to find ‘hit’ molecules.Read on for other articles about 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol, hurry up and to see.
Reference:
Patent; BASF SE; DOCHNAHL, Maximilian; KEIL, Michael; GEBHARDT, Joachim; VOGELBACHER, Uwe Josef; MENGES, Frederik; RACK, Michael; RENNER, Jens; WOLF, Bernd; WO2011/113820; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics