Extracurricular laboratory: Synthetic route of Benzyl 2-hydroxyacetate

Statistics shows that 30379-58-9 is playing an increasingly important role. we look forward to future research findings about Benzyl 2-hydroxyacetate.

Related Products of 30379-58-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.30379-58-9, name is Benzyl 2-hydroxyacetate, molecular formula is C9H10O3, molecular weight is 166.17, as common compound, the synthetic route is as follows.

Into a 100-mL round-bottom flask, was placed (2S)-2-[[(tert- butoxy)carbonyl](methyl)amino]-4,4-dimethylpentanoic acid (1 g, 3.86 mmol, 1.00 equiv), benzyl 2-hydroxyacetate (770 mg, 4.63 mmol, 1.20 equiv), dichloromethane (25 mL). This was followed by the addition of DCC (950 mg, 4.60 mmol, 1.20 equiv), HOBt (630 mg, 4.66 mmol, 1.20 equiv) and 4-dimethylaminopyridine (570 mg, 4.67 mmol, 1.20 equiv) respectively in portions with stirring at 0C. The resulting solution was stirred for 2 h at room temperature. The solids were filtered out. The filtrate was concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:9). This resulted in 1.15 g (73%) of 2-(benzyloxy)-2-oxoethyl-(2)-2- [[(tert-butoxy)carbonyl](methyl)amino] -4,4-dimethyl pentanoate as colorless oil. MS (ES, m/z): 408 (M+H); ?HNIVIR (300 IVIFIz, CDC13): 7.40-7.34(m, 5H), 5.20 (s, 2H), 5.09-4.71 (m, 1H), 4.70-4.68 (m, 2H), 2.81-2.79 (m, 3H), 1.93-1.88 (m, 1H), 1.71-1.66 (m, 1H), 1.47 (s, 9H), 0.94 (s, 9H).

Statistics shows that 30379-58-9 is playing an increasingly important role. we look forward to future research findings about Benzyl 2-hydroxyacetate.

Reference:
Patent; MERIAL, INC.; DE FALLOIS, Loic, Le Hir; PACOFSKY, Gregory; LONG, Alan; MENG, Charles; LEE, Hyoung, Ik; OGBU, Cyprian, O.; (386 pag.)WO2016/187534; (2016); A1;,
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