1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI) synthesis
- Product Name:1-Azetidinecarboxylicacid,3-ethyl-3-hydroxy-,1,1-dimethylethylester(9CI)
- CAS Number:398489-28-6
- Molecular formula:C10H19NO3
- Molecular Weight:201.26
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Yield:398489-28-6 98%
Reaction Conditions:
in tetrahydrofuran at 0 - 20; for 5 h;Inert atmosphere;
Steps:
Intermediate 5A tert-butyl 3-ethyl-3-hydroxyazetidine-1-carboxylate
To a solution of tert-butyl 3-oxoazetidine-1-carboxylate (50.00 g, 292.1 mmol) in THF (500 ml) was added ethyl magnesium bromide (350.5 ml, 350.5 mmol, 1 M in THF) dropwise with stirring at 0°C under nitrogen atmosphere. After stirring at room temperature for 5 hours, the reaction mixture was cooled to 0°C, poured into 300 ml of aqueous ammonium chloride solution and ex- tracted with ethyl acetate. The combined organic layers were washed with brine, dried over an-hydrous sodium sulfate and filtered. The filtrate was evaporated under reduced pressure to give 58.00 g (98% of theory) of the title compound. 1H-NMR (300 MHz, DMSO-d6): d [ppm] = 5.48 (s, 1H), 3.55-3.66 (m, 4H), 1.60 (q, 2H), 1.38 (s, 9H), 0.85 (t, 3H).
References:
WO2019/219517,2019,A1 Location in patent:Page/Page column 83
398489-26-4
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398489-28-6
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