With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1240390-36-6,tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.
4-((3-Chlorophenyl)amino)-2-(methylthio)pyrimidine-5-carboxamide (see Example 41) (100 mg, 0.34 mmol) was dissolved in 5 mL NMP. To it was added MCPBA (70%, 126 mg, 0.51 mmol). The mixture was stirred for 50 m. To it were added DIEA (0.18 mL, 1.02 mmol) and tert-butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate (110 mg, 0.51 mmol). The mixture was stirred at 90C for 4 h. It was diluted with 100 mL EtOAc, washed with IN NaOH and brine, dried, concentrated in vacuo, subjected to flash column to isolate tert-butyl ((3R,4R)- 4-((5-carbamoyl-4-((3-chlorophenyl)amino)pyrimidin-2-yl)amino)tetrahydro-2H-pyran-3- yl)carbamate. It was treated with 1 : 1 TFA and DCM at RT for 1.5 h. The mixture was concentrated and subjected to reverse phase preparative HPLC to isolate the title compound (45 mg). MS found for C16H19C1N602 as (M+H)+ 363.3. UV: lambda=241 nm.
1240390-36-6, 1240390-36-6 tert-Butyl ((3R,4R)-4-aminotetrahydro-2H-pyran-3-yl)carbamate 68077633, aTetrahydropyrans compound, is more and more widely used in various fields.
Reference£º
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
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