4-Toluenesulfonyl chloride → N-(p-toluenesulphonyl)-L-alanyl-L-proline ethylamide

HRID 47048노트

반응식

HRID 47048 반응식
Br.[CH2:2]([NH:4][C:5](=[O:16])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:15])[C@H:12]([CH3:14])[NH2:13])[CH3:3].[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1>N1C=CC=CC=1>[CH2:2]([NH:4][C:5](=[O:16])[C@@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:15])[C@H:12]([CH3:14])[NH:13][S:23]([C:20]1[CH:21]=[CH:22][C:17]([CH3:27])=[CH:18][CH:19]=1)(=[O:25])=[O:24])[CH3:3]

참가 물질

4

반응물 2

HCID 73974-Toluenesulfonyl chlorideHCID 70602162L-alanyl-L-proline ethylamide hydrobromide

생성물 1

HCID 53646160N-(p-toluenesulphonyl)-L-alanyl-L-proline ethylamide수율 33%

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

1.0 g (0.0033 mol) of L-alanyl-L-proline ethylamide hydrobromide was dissolved in 20 ml of dry pyridine and 0.63 g (0.0033 mol) of p-toluenesulphonyl chloride was added. The mixture was stirred at room temperature for 1 hour and the pyridine was then removed by evaporation. The oily residue was dissolved in chloroform and the solution was washed with water, dried over magnesium sulphate and evaporated to an oil. This oil was dissolved in water and freeze-dried to yield 0.40 g (33%) of N-(p-toluenesulphonyl)-L-alanyl-L-proline ethylamide; [α]D20 =-90.7° (c=0.94% in water).

후처리

  1. customthe pyridine was then removed by evaporation
  2. dissolutionThe oily residue was dissolved in chloroform
  3. washthe solution was washed with water
  4. dry with materialdried over magnesium sulphate
  5. customevaporated to an oil
  6. dissolutionThis oil was dissolved in water
  7. customfreeze-dried

출처 및 근거

ORD 기록
ord-bc8d1b97509e42f6b38d35bbc920ab0f
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04176116

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