Application of 36805-97-7,Some common heterocyclic compound, 36805-97-7, name is 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, molecular formula is C11H25NO2, 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.
Tert-butyl 2-acetyl-3 – ((tert-butyldimethylsilyl) oxy) -5- (methoxymethyloxy) -6- (pivaloyloxy) benzoate (5.00 g, 9.79 mmol, 1 eq) 0 g), and the temperature was raised to 85 C. Subsequently, N, N-dimethylformamide-di-tert-butylacetal (1.99 g, 9.79 mmol, 1 eq) was added thereto, followed by stirring at 85 C. After stirring for 2.5 hours, it was cooled to room temperature and concentrated under reduced pressure to remove half of the solvent amount (25.0 g). The same amount of toluene as the distilled solvent was added and heated again to 85 C. Then N, N-dimethylformamide-di-tert-butylacetal (1.99 g, 9.79 mmol, 1 eq) was added and the mixture was incubated for 2 hours did. The reaction solution was concentrated under reduced pressure until the solvent disappeared, toluene was added to this concentrated solution, the total amount was adjusted to be 20 times by weight of the product on the assumption that the yield was 100%. Iodine (2.02 g, 7.96 mmol, 3 eq) and pyridine (0.21 g, 2.65 mmol, 1 eq) were added to 30.0 g of the adjusted solution (estimated to contain 1.50 g of enamine compound, 2.65 mmol) C. for 2 hours. Acetic acid (0.30 mL, 5.30 mmol, 2 eq) was added after confirming the disappearance of the raw material by HPLC analysis, and after reacting at 50 C. for 3 hours and 30 minutes, 15% aqueous sodium thiosulfate solution (26.7 g) Was added and stirred, and the organic phase was taken out. The organic phase was washed with water (7.5 g) and concentrated under reduced pressure. Toluene was added to the obtained crude product, and the total amount was adjusted to 5.2 g. Heptane (7.0 g) was added to the solution, and the mixture was cooled to 5 C. and recrystallized to obtain tert-butyl 3-iodo-7- (methoxymethyloxy) -4-oxo-6- (pivaloyloxy) -4H- Chromene-5-carboxylate as a white solid (yield 72.3%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1-Di-tert-butoxy-N,N-dimethylmethanamine, its application will become more common.
Reference:
Patent; Dainippon Sumitomo Pharma Co., Ltd.; Tanaka, Yui; Fujiwara, Yuji; (25 pag.)JP2015/113324; (2015); A;,
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