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Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 1417127생성일: 2026년 10월 25일

Dicyclohexylamine → Benzyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]acetate

https://huagongshe.com/reaction/1417127

반응식

참여 물질

역할이름HCID투입량
반응물DicyclohexylamineHCID 7582—
반응물1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
반응물N-(tert-butoxycarbonyl)glycineHCID 78288—
반응물Glycyl-glycine benzyl ester hydrochlorideHCID 13996146—
용매ChloroformHCID 6212—
용매Chloroform methylene chloride ethyl acetateHCID 19352771—
생성물Benzyl 2-[[2-[[2-[(2-methylpropan-2-yl)oxycarbonylamino]acetyl]amino]acetyl]amino]acetateHCID 43401086%

반응 단계

In 380 ml of a chloroform/methylene chloride/ethyl acetate (7:5:1 by volume) mixed solvent were dissolved 7.13 g (20 mmol) of t-butyloxycarbonylglycine.dicyclohexylamine and 5.18 g (20 mmol) of glycylglycine benzyl ester hydrochloride obtained in Example 1. To this solution, 50 ml of a chloroform solution containing 4.22 g (20 mmol) of EDAC were added at -5° C. with stirring. The resulting mixture was stirred for 24 hours. The resulting chloroform solution was successively washed twice with a 10% by weight aqueous citric acid solution, then twice with water, then twice with a 4% by weight aqueous sodium hydrogen carbonate solution and finally twice with water. Thereafter, the organic phase was dried over anhydrous sodium sulfate. The solvent was then completely removed in vacuo to obtain a white oily material. This was crystallized from hexane to obtain 6.52 g (yield: 86%) of t-butyloxycarbonylglycylglycylglycine benzyl ester as a white solid. This benzyl ester was dispersed, to which 130 ml of 4N HCl/ethyl acetate were added. The mixture was stirred for 4 hours and then the solvent was removed in vacuo to obtain white precipitates. The precipitates were washed well with diethyl ether to obtain 4.63 g (yield: 85%) of glycylglycylglycine benzyl ester hydrochloride as a white solid having the following physical properties:

출처 및 근거

DOI10.6084/m9.figshare.5104873.v1
특허 번호US05876748
출처 데이터셋uspto-grants-1999_03
ORD IDord-7cebb6f6c8154f31b90ba6b4c8ab905d
출처 메모uspto-grants-1999_03