With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.144222-34-4,N-((1R,2R)-2-Amino-1,2-diphenylethyl)-4-methylbenzenesulfonamide,as a common compound, the synthetic route is as follows.
[0219] To a solution of the enone (450 mg, 1 mmol, 1.0 equiv) in 0.5 M/4.5 mL/g anhydrous PhCH3 or dichloromethane (DCM) under N2 atmosphere was added Et3N (0.14 mL, 1 mmol, 1.0 equiv) and HCO2H (0.05 mL, 1.2 mmol, 1.2 equiv) at room temperature (RT). The resulting solution was stirred for 10 min and then treated with solid (R,R)-(-)-Ru-TsDPEN-cymene complex1 (19 mg, 0.03 mmol, 0.03 equiv) all at once. The reaction mixture was then aged at RT for 2 h, at which a complete consumption of starting material was observed. Tert-butyl methyl ether-MTBE (5 mL) was added followed by 1N HCl (2 mL). The organic layer was separated, washed with saturated Na2CO3, brine, dried over MgSO4, filtered and concentrated in vacuo to give the final compound as viscous oil. [0220] The catalyst can also be generated in situ by mixing 0.02 mol equiv of [RuCl2(p-cymene)2] and 0.04 mol equiv of the (R,R)-N-Tosyl-1,2-diphenylethylene-1,2-diamine in DCM (dichloromethane) in the presence of 0.04 mol equiv of 1M solution KOtBu in THF (tetrahydrofuran). After aging for 10 min at RT, Et3N was added followed by HCO2H and a solution of the enone in DCM). [0221] The catalyst was prepared by mixing 1 mol equiv of [RuCl2(p-cymene)2], 2 mol equiv (R,R)-N-Tosyl-1,2-diphenylethylene-1,2-diamine and 4.2 mol equiv of Et3N in iPrOH at 80 C. for 1 h (hour). After solvent removal, the solid was washed with cold H2O and the recrystallized from MeOH to give the catalyst as orange solid., 144222-34-4
As the paragraph descriping shows that 144222-34-4 is playing an increasingly important role.
Reference£º
Patent; Billot, Xavier; Colucci, John; Han, Yongxin; Wilson, Marie-Claire; Young, Robert N.; US2004/198701; (2004); A1;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI