Simple exploration of tert-Butyl (2-hydroxyethyl)(methyl)carbamate

The synthetic route of 57561-39-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 57561-39-4, These common heterocyclic compound, 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Step 1. Synthesis of ethyl {2-[(tert-butoxycarbonyl)(methyl)amino]ethoxy}acetate A solution of ethyl 2-diazoacetate (0.900 mL, 8.56 mmol), tert-butyl (2-hydroxyethyl)(methyl)carbamate (1.50 g, 8.56 mmol) and rhodium(II) acetate dimer (0.380 g, 0.856 mmol) in CH2Cl2 (10.0 mL) were used to carry out the reaction. After the reaction was stirred at room temperature for 16 h and work-up, the residue was purified by Isco Combi-Flash Companion column chromatography (0-10% ethyl acetate in n-hexane) to give ethyl {2-[(tert-butoxycarbonyl)(methyl)amino]ethoxy}acetate (0.690 g, 31%). 1H NMR (CDCl3, 300 MHz) delta 4.28-4.18 (m, 2H), 4.07 (br s, 2H), 3.65 (br s, 2H), 3.42 (br s, 2H), 2.93-2.92 (m, 3H), 1.45-1.44 (m, 9H), 1.25 (br t, 3H).

The synthetic route of 57561-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; National Health Research Institutes; Ueng, Shau-Hua; Yeh, Shiu-Hwa; Lin, Shu-Yu; Shih, Chuan; (329 pag.)US2017/253569; (2017); A1;,
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