Triethylamine → D-leucic acid 4-nitrobenzyl ester

HRID 982565

반응식

HRID 982565 반응식
[C:1]([OH:9])(=[O:8])[C@@H:2]([CH2:4][CH:5]([CH3:7])[CH3:6])[OH:3].C(N(CC)CC)C.[N+:17]([C:20]1[CH:27]=[CH:26][C:23]([CH2:24]Br)=[CH:22][CH:21]=1)([O-:19])=[O:18]>C(OCC)(=O)C>[N+:17]([C:20]1[CH:27]=[CH:26][C:23]([CH2:24][O:8][C:1](=[O:9])[C@@H:2]([CH2:4][CH:5]([CH3:7])[CH3:6])[OH:3])=[CH:22][CH:21]=1)([O-:19])=[O:18]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 660114-Nitrobenzyl bromideHCID 439960(R)-2-hydroxy-4-methylpentanoic acid

생성물 1

HCID 86744637D-leucic acid 4-nitrobenzyl ester수율 98%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

10.45 g of D-leucic acid was dissolved in 150 ml of ethyl acetate. 11 ml of triethylamine and 18.78 g of 4-nitrobenzyl bromide were added and the mixture was heated under reflux for 3 hours. The mixture was washed in sequence with water, 10% citric acid solution, saturated sodium hydrogen carbonate solution, water and saturated sodium chloride solution. After drying over anhydrous sodium sulfate and evaporation, there were obtained 20.6 g (98%) of D-leucic acid 4-nitrobenzyl ester as a gum. Rf (chloroform) 0.37.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. washThe mixture was washed in sequence with water, 10% citric acid solution, saturated sodium hydrogen carbonate solution, water and saturated sodium chloride solution
  4. dry with materialAfter drying over anhydrous sodium sulfate and evaporation

출처 및 근거

ORD 기록
ord-09c4995c8d274c228b43eff3835e827b
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04996358

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