Hydrochloric Acid → 3-[(2-Mercaptomethyl-3-phenylpropionyl)amino]-5-ethylbenzoic acid

HRID 248691

반응식

HRID 248691 반응식
C([S:4][CH2:5][CH:6]([CH2:21][C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:16]=[C:17]([CH2:19][CH3:20])[CH:18]=1)[C:13]([OH:15])=[O:14])=[O:8])(=O)C.N1CCCC1.Cl>O>[SH:4][CH2:5][CH:6]([CH2:21][C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:16]=[C:17]([CH2:19][CH3:20])[CH:18]=1)[C:13]([OH:15])=[O:14])=[O:8]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 31268PyrrolidineHCID 156702113-[(2-Acetylthiomethyl-3-phenylpropionyl)amino]-5-ethylbenzoic acid

생성물 1

HCID 156702123-[(2-Mercaptomethyl-3-phenylpropionyl)amino]-5-ethylbenzoic acid수율 33.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3-[(2-Acetylthiomethyl-3-phenylpropionyl)amino]-5-ethylbenzoic acid (compound of Example 64) (1.0 g) is suspended in water (10 ml), and thereto is added pyrrolidine (0.6 g) under nitrogen, and the mixture is stirred at room temperature for 20 minutes. The reaction mixture is adjusted to pH 1 with conc. hydrochloric acid and is extracted with ethyl acetate (100 ml). The extract is washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and ethyl acetate is distilled off under reduced pressure. The residue is dissolved in methanol and purified by a medium pressure column chromatography with CHP-20P (eluant, water-methanol). The fractions containing the desired compound are collected and concentrated into dryness to give the title compound (0.3 g).

후처리

  1. extractionis extracted with ethyl acetate (100 ml)
  2. washThe extract is washed with saturated aqueous sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate, and ethyl acetate
  4. distillationis distilled off under reduced pressure
  5. dissolutionThe residue is dissolved in methanol
  6. custompurified by a medium pressure column chromatography with CHP-20P (eluant, water-methanol)
  7. additionThe fractions containing the desired compound
  8. customare collected
  9. concentrationconcentrated into dryness

출처 및 근거

ORD 기록
ord-92c2d479c2fb462a936f028f5a28c2dd
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05210266

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