Adding a certain compound to certain chemical reactions, such as: 143726-85-6, tert-Butyl 4-(hydroxymethyl)benzoate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 143726-85-6, blongs to alcohols-buliding-blocks compound. Recommanded Product: 143726-85-6
alpha-[4-Chlorobenzenesulfonylamino]-3,5- difluorobenzeneacetamide (300 mg, 0.83 mmol) was dissolved in dry THF (2.5 mL) and the resulting solution was cooled to 0 0C with stirring under a nitrogen atmosphere. Diisopropylazodicarboxylate (420 mg, 409 muL, 2.08 mmol) was added and the reaction mixture was stirred for 15 min. t-Butyl 4-hydroxymethylbenzoate (433 mg, 2.08 mmol) was dissolved in dry THF (2.5 mL) and the resulting solution was cooled to 00C with stirring under a nitrogen atmosphere. Triphenylphosphine (545 mg, 2.08 mmol) was added and the reaction mixture was stirred for 15 min. The solution containing the alcohol was added to the other solution in one portion. The reaction mixture was warmed to ambient temperature over 18h; then it was diluted with EtOAc (50 mL). The organic solution was washed with water (15 mL) four times and with brine (20 mL) twice. Drying over MgSO4, filtration and concentration of the filtrate in vacuo gave crude product. Column chromatography was performed twice (EtOAc:hexane:: 1:4, then 1 :3 (twice)). The crude product was then triturated six times with a mixture of hexane-ether-MeOH (8: 1 : 1). Drying in vacuo afforded the title product (white solid, 207 mg, 45% yield): 1H NMR (MeOH- d4, 300 MHz): 7.81 (d, 2H, J = 8), 7.65 (d, 2H, J = 8), 7.55 (d, 2H, J = 8), 7.10 (d, 2H, J = 8), 6.85 (d, 2H, J = 8), 6.76 (t, IH, J = 8), 5.82 (s, IH), 4.83 (m, 4H), 1.57(s, 9H); HRMS (ES+): Calcd for C26H29ClF2N3O5S (M+ + NH4): 568.1485, Found: 568.1475.
The synthetic route of 143726-85-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/137657; (2009); A1;,
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