Water → N-[(Benzyloxy)carbonyl]-3-cyclohexyl-L-alanine

HRID 1885664노트

반응식

HRID 1885664 반응식
[NH2:1][CH:2]([CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[C:3]([OH:5])=[O:4].O.O1CCOCC1.[CH2:20]([O:27][C:28](Cl)=[O:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>[OH-].[Na+]>[CH2:20]([O:27][C:28]([NH:1][C@@H:2]([CH2:6][CH:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)[C:3]([OH:5])=[O:4])=[O:29])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 10387Benzyl chloroformateHCID 312751,4-DioxaneHCID 95475Cyclohexylalanine

생성물 1

HCID 14158015N-[(Benzyloxy)carbonyl]-3-cyclohexyl-L-alanine수율 1%

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

290 g (1.7 mol) of 2-amino-3-cyclohexylpropionic acid are dissolved in 375 ml of 4N NaOH. The solution is made up to 2 l with water and 500 ml of dioxane are added. 255 ml (1.7 mol) of benzyloxycarbonyl chloride are added dropwise at pH 10 under pH-state conditions. After 8 h, the solution is extracted twice using diethyl ether and acidified to pH 2 using 1N hydrochloric acid. The product is extracted 3 times using 200 ml of ethyl acetate each time. After washing the organic extract, drying over sodium sulphate and concentrating, 5 g of the title compound are obtained.

후처리

  1. additionare added
  2. extractionthe solution is extracted twice using diethyl ether
  3. extractionThe product is extracted 3 times
  4. washAfter washing the organic extract
  5. dry with materialdrying over sodium sulphate
  6. concentrationconcentrating

출처 및 근거

ORD 기록
ord-4359c7548ce54f18b6d6abe34152b3db
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05145951

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