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HRID 256494作成日:2026年10月26日

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → BOC-Tyr(Bzl)-Pro-OBzl

https://huagongshe.com/reaction/256494

反応式

関与物質

役割名称HCID仕込み量
反応物1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
反応物O-benzyl-N-((tert-butoxy)carbonyl)-L-tyrosineHCID 98763—
反応物Proline benzyl ester hydrochlorideHCID 2733413—
溶媒DichloromethaneHCID 6344—
生成物BOC-Tyr(Bzl)-Pro-OBzlHCID 13171537396.1%

反応条件

温度-5 °C

反応手順

A solution of 10.00 g of BOC-Tyr(Bzl)-OH dissolved in 50 ml of dichloromethane was mixed with 6.53 g of H-Pro-OBzl.HCl. To this mixture, under cooling at -5° C., 4.93 ml of WSC was added, followed by stirring at -5° C. for one hour and at room temperature overnight. The reaction mixture was concentrated under reduced pressure, the residue was mixed by shaking with ethyl acetate and 1N hydrochloric acid and separated into liquid layers. The ethyl acetate layer was washed successively twice with 1N hydrochloric acid, twice with saturated aqueous sodium chloride, three times with 5% aqueous sodium hydrogen carbonate and twice with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain 14.46 g (yield: 96.1%) of BOC-Tyr(Bzl)-Pro-OBzl as oily product. Rf1 =0.71.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04703106
出典データセットuspto-grants-1987_10
ORD IDord-e1afc80ba44c4e7496a5518c27e63786
出典メモuspto-grants-1987_10