Trifluoroacetic acid → 2-((1R)-1-amino-2-(2-naphthyl)ethyl)-5-phenyl-1,3-thiazole-4-carboxylic acid amide

HRID 1701073노트

반응식

HRID 1701073 반응식
C(OC([NH:8][C@@H:9]([C:21]1[S:22][C:23]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[C:24]([C:26]([NH2:28])=[O:27])[N:25]=1)[CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[NH2:8][C@@H:9]([C:21]1[S:22][C:23]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)=[C:24]([C:26]([NH2:28])=[O:27])[N:25]=1)[CH2:10][C:11]1[CH:20]=[CH:19][C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 543097762-((1R)-1-(tert-butoxycarbonylamino)-2-(2-naphthyl)ethyl)-5-phenyl-1,3-thiazole-4-carboxylic acid amide

생성물 1

HCID 540396812-((1R)-1-amino-2-(2-naphthyl)ethyl)-5-phenyl-1,3-thiazole-4-carboxylic acid amide수율 86.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2-((1R)-1-(tert-Butoxycarbonylamino)-2-(2-naphthyl)ethyl)-5-phenyl-1,3-thiazole-4-carboxylic acid amide (0.155 g; 0.327 mmol) was dissolved in methylene chloride (4 ml) and trifluoroacetic acid (4 ml) was added. The reaction mixture was stirred 1 hour at room temperature and the solvent was removed in vacuo. The residue was dissolved in methylene chloride and evaporated (2×2 ml). The residue was dissolved in diethyl ether (2 ml). Hydrochloric acid (1 N; 3 ml) and methanol (10 ml) were added. The solvent was removed in vacuo to afford 0.106 g of 2-((1R)-1-amino-2-(2-naphthyl)-ethyl)-5-phenyl-1,3-thiazole-4-carboxylic acid amide.

후처리

  1. customthe solvent was removed in vacuo
  2. dissolutionThe residue was dissolved in methylene chloride
  3. customevaporated (2×2 ml)
  4. dissolutionThe residue was dissolved in diethyl ether (2 ml)
  5. additionHydrochloric acid (1 N; 3 ml) and methanol (10 ml) were added
  6. customThe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-4041a53d00f245a5a3b6d4246c9de74e
출처 데이터셋
uspto-grants-2002_02
특허 번호
US06350767B1

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