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p-Toluenesulfonic acid → Boc-Gly-Pro-Glu(O-But)-Gly-OMe

HRID 1461975
ノート
印刷プレビュー

反応式

HRID 1461975 の反応式
[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:2][C:3]([N:5]1[CH2:12][CH2:11][CH2:10][C@H:6]1[C:7]([OH:9])=O)=[O:4].[NH2:20][C@H:21]([C:31]([NH:33][CH2:34][C:35]([O:37][CH3:38])=[O:36])=[O:32])[CH2:22][CH2:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27].S(O)(C1C=CC(C)=CC=1)(=O)=O.C(N1CCOCC1)C.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[NH:1]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:2][C:3]([N:5]1[CH2:12][CH2:11][CH2:10][C@H:6]1[C:7]([NH:20][C@H:21]([C:31]([NH:33][CH2:34][C:35]([O:37][CH3:38])=[O:36])=[O:32])[CH2:22][CH2:23][C:24](=[O:30])[O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:9])=[O:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 5

HCID 6101p-Toluenesulfonic acidHCID 7525EthylmorpholineHCID 10868DicyclohexylcarbodiimideHCID 11673468Boc-gly-pro-OHHCID 13419975H-Glu(O-But)-Gly-OMe

生成物 1

HCID 131713569Boc-Gly-Pro-Glu(O-But)-Gly-OMe

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

実験手順

2.7 g (10 mmoles) of Boc-Gly-Pro-OH and 4.5 g (10 mmoles) of H-Glu(O-But)-Gly-OMe.TosOH are dissolved in 20 ml of dimethylformamide. 1.28 ml (10 mmoles) of N-ethylmorpholine and 2.2 g (10.6 mmoles) of dicyclohexylcarbodiimide are added and the mixture is left to stand at room temperature overnight. The dicyclohexylurea is then filtered off, the solvent is distilled off in vacuo, the residue is taken up in ethyl acetate and the solution is washed with citric acid, bicarbonate solution and water, as described above, dried over sodium sulfate and evaporated to dryness. The residue is dissolved in ether and a precipitate is obtained with petroleum ether and filtered off.

後処理

  1. waitthe mixture is left
  2. filtrationThe dicyclohexylurea is then filtered off
  3. distillationthe solvent is distilled off in vacuo
  4. washthe solution is washed with citric acid, bicarbonate solution and water
  5. dry with materialdried over sodium sulfate
  6. customevaporated to dryness
  7. dissolutionThe residue is dissolved in ether
  8. customa precipitate is obtained with petroleum ether
  9. filtrationfiltered off

出典と根拠

ORDレコード
ord-26521d3c592341729752d8aab5957ebd
出典データセット
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04457866

反応ノート

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