With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.108149-63-9,(R)-tert-Butyl 4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate,as a common compound, the synthetic route is as follows.
Compound 1-150 TFA salt (60.0 mg, 0.121 mmol) and compound 1-17 (84.0 mg, 0.363 mmol) were dissolved in dry THF (3.0 mL) in a 100 mL rbf under N2. The flask was cooled in an ice/water bath for 5 min. KHMDS (0.5 in toluene, 0.97 mL, 0.49 mmol) was added dropwise. The resulting rxn soln was stirred at 0C for 2 h then slowly warmed to RT in 1.5 h and continued to stir at RT for 1 h. The mixture was cooled to 0C again and quenched with slow addition of sat’d NH4C1 aq soln (4.5 mL). The mixture was diluted with EtOAc (50 mL) and sat’d NaHC03 aq soln (5 mL). The layers were separated and the organic layer was further washed with water (1 mL). The organic layer was then dried over anhydrous sodium sulfate, filtered, and concentrated. The resulting crude pdt was purified by normal phase flash chromatography using 0-10% MeOH/DCM as the gradient to afford compound 1-18., 108149-63-9
The synthetic route of 108149-63-9 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; EXELIXIS, INC.; XU, Wei; (170 pag.)WO2017/4609; (2017); A1;,
Oxazolidine – Wikipedia
Oxazolidine | C3H7NO – PubChem