* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
With sodium carbonate In tetrahydrofuran; water at 20℃;
1.4; 2.4 4. Preparation of O-[2-[[tert-butoxycarbonyl]amino]ethyl]-N-[fluorenylmethoxycarbonyl]-L-tyrosine (I-a)
Add O-[2-[[tert-butoxycarbonyl]amino]ethyl]-L-tyrosine (3.24g, 10mmol) into a 100mL three-necked flask with magnetic stirring and thermometer.21.2g of sodium carbonate aqueous solution with a mass concentration of 5.5%,20 mL of a tetrahydrofuran solution of 9-fluorenylmethyl-N-succinimidyl carbonate (3.37 g, 10 mmol) was added dropwise at room temperature. After the addition was completed, the amidation reaction was carried out at room temperature, and TLC monitored until the reaction was completed. Concentrate to remove part of the solvent, acidify with 2N hydrochloric acid to pH 6-7, extract with ethyl acetate, wash with saturated brine, concentrate, beaten with petroleum ether, filter, and dry to obtain white solid O-alkyl-N-[ Fluorenylmethyloxycarbonyl]-L-tyrosine is 4.68 g, the yield is 85.7%, the HPLC purity is 99.8%, and the ee value is 99.8%.