Synthesis method of alpha-aminoacid derivative substituted by alpha-alkyl branch

[0037] Example 1

[0038] The synthetic method of α-amino acid derivatives includes the following steps:

[0039] (1) In a sealed tube, add p-anisidine (12.3mg, 0.1mmol), ethyl glyoxylate (10.2mg, 0.1mmol), anhydrous sodium sulfate (71mg, 0.5mmol), dichloromethane ( 2mL), the mixed solution was stirred at room temperature for 0.5h. Then filter to remove sodium sulfate, wash the filter residue with dichloromethane, spin-dry the solvent dichloromethane to obtain 0.1 mmol imine.

[0040]

[0041] (2) Add styrene (15.1mg, 0.15mmol), 9-bbn (0.3mL, 0.15mmol, 9-bbn is 0.5mol / L THF solution), anhydrous toluene into the sealed tube that has been evacuated and filled with nitrogen. After 1 mL, the mixture was stirred and reacted at 60°C for 1 hour, then stopped heating and cooled to room temperature. Then, cesium carbonate (5 mg, 0.015 mmol), cuprous cyanide (0.9 mg, 0.01 mmol), the imine of step (1) were added in sequence, and the mixture was sealed and reacted at 70° C. for 24 hours. Afte

[0048] Example 2

[0049] The synthetic method of α-amino acid derivatives includes the following steps:

[0050] (1) In a sealed tube, add p-chloroaniline (12.7mg, 0.1mmol), ethyl glyoxylate (10.2mg, 0.1mmol), anhydrous sodium sulfate (71mg, 0.5mmol), dichloromethane (2mL) , The mixed solution was stirred at room temperature for 0.5h. Then filter to remove sodium sulfate, wash the filter residue with dichloromethane, spin-dry the solvent dichloromethane to obtain 0.1 mmol imine.

[0051]

[0052] (2) Add styrene (15.1mg, 0.15mmol), 9-bbn (0.3mL, 0.15mmol, 9-bbn is 0.5mol / L THF solution), anhydrous toluene into the sealed tube that has been evacuated and filled with nitrogen. 1mL, the mixed solution was stirred at 0°C for 1h, then stopped heating and cooled to room temperature. Then, sodium carbonate (1.6 mg, 0.015 mmol), cuprous iodide (1.9 mg, 0.01 mmol), the imine of step (1) were added in sequence, and the mixture was sealed and reacted at 90° C. for 24 hours. After the reacti

[0059] Example 3

[0060] The synthetic method of α-amino acid derivatives includes the following steps:

[0061] (1) In a sealed tube, add p-anisidine (12.3mg, 0.1mmol), ethyl glyoxylate (10.2mg, 0.1mmol), anhydrous sodium sulfate (71mg, 0.5mmol), dichloromethane ( 2mL), the mixed solution was stirred at room temperature for 0.5h. Then filter to remove sodium sulfate, wash the filter residue with dichloromethane, spin-dry the solvent dichloromethane to obtain 0.1 mmol imine.

[0062]

[0063] (2) Add p-bromostyrene (27mg, 0.15mmol), 9-bbn (0.3mL, 0.15mmol, 9-bbn is 0.5mol / L THF solution) in a sealed tube that has been evacuated and filled with nitrogen, anhydrous 1 mL of toluene, and the mixture was stirred at 80°C for 1 hour, then stopped heating and cooled to room temperature. Then add NaO in turn t Bu (1.5mg, 0.015mmol), palladium acetate (2.4mg, 0.01mmol), the imine of step (1), sealed and reacted at 0°C for 24h. After the reaction is completed, after the reaction system is c