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

HRID 47048ノート

反応式

HRID 47048 の反応式
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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-bc8d1b97509e42f6b38d35bbc920ab0f
出典データセット
uspto-grants-1979_11
特許番号
US04176116

反応ノート

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