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3-(tert-Butoxycarbonyl-ethoxycarbonylmethyl-amino) -propionic acid ethyl ester synthesis

3synthesis methods
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Yield: 90%

Reaction Conditions:

Stage #1:ethyl 2-(tert-butoxycarbonylamino)acetate with sodium hydride in N,N-dimethyl-formamide at 4; for 1 h;Cooling with ice;
Stage #2:ethyl 3-chloropropanoate in N,N-dimethyl-formamide at 20; for 2 h;

Steps:

5 Example 5
The preparation method of 3-(tert-butoxycarbonyl-ethoxycarbonylmethyl-amino)-propionic acid ethyl ester of this embodiment includes the following steps: Take a dry 50mL three-necked flask, add 2.03g of N-(tert-butoxycarbonyl)glycine ethyl ester and 10mL of DMF to it, place the three-necked flask in an ice water bath, and when the temperature of the reaction solution drops to 4, 264 mg of NaH was added to it, and then the reaction was kept at this temperature for 1 h. Then, 1.37 g of ethyl 3-chloropropionate was added. After the addition, the ice-water bath was removed, and the temperature was raised to room temperature. After 2 hours, TLC monitoring showed that the raw materials disappeared completely and the reaction was stopped. Add 20mL of saturated ammonium chloride solution to the three-necked flask, and extract 3 times with ethyl acetate. The amount of ethyl acetate is 20mL each time. Combine the organic phases and wash the organic phase with water 3 times. The amount of water each time is 30mL, 50mL It was washed with saturated brine once, and the solvent was distilled off under reduced pressure to obtain 2.73 g of a pale yellow oily substance with a yield of 90%.

References:

Zhengzhou Maoyan Agricultural Technology Co., Ltd.;Bu Gonggaofamingren CN112194598, 2021, A Location in patent:Paragraph 0032-0034