Hydrochloric Acid → 3-((3-Methyl-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carbonyl)amino)propionic acid

HRID 896272노트

반응식

HRID 896272 반응식
C[O:2][C:3](=[O:38])[CH:4](NC([C@H]1CSCN1C(=O)C)=O)[CH2:5][NH:6][C:7]([N:9]1[CH2:26][CH2:25][C:12]2([N:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:15][N:14]([CH3:23])[C:13]2=[O:24])[CH2:11][CH2:10]1)=[O:8].Cl>O1CCCC1.[OH-].[Li+]>[CH3:23][N:14]1[C:13](=[O:24])[C:12]2([CH2:25][CH2:26][N:9]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:38])=[O:2])=[O:8])[CH2:10][CH2:11]2)[N:16]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:15]1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 695642522-(((S)-3-acetylthiazolidin-4-carbonyl)amino)-3-((3-methyl-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carbonyl)amino)propionic acid methyl ester

생성물 1

HCID 865920993-((3-Methyl-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carbonyl)amino)propionic acid수율 76%

시약·촉매·용매 2

HCID 3939Lithium Hydroxide용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 176 mg (0.32 mmol) of 2-(((S)-3-acetylthiazolidin-4-carbonyl)amino)-3-((3-methyl-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carbonyl)amino)propionic acid methyl ester in 4 ml of tetrahydrofuran, 4 ml of 0.1M aqueous lithium hydroxide solution was added, and the resulting mixture was stirred overnight at room temperature. To the reaction mixture, 0.1M hydrochloric acid was added, and the resulting mixture was extracted with ethyl acetate. Organic phases were combined, washed with saturated saline, dried over anhydrous sodium sulfate, and concentrated. The residue was reprecipitated from ether/chloroform to obtain 130 mg of 2-(3-acetylthiazolidine-4-carbonyl)amino)-3-((3-methyl-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carbonyl)amino)propionic acid (yield: 76%).

후처리

  1. extractionthe resulting mixture was extracted with ethyl acetate
  2. washwashed with saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe residue was reprecipitated from ether/chloroform

출처 및 근거

ORD 기록
ord-dd47bbce585a4244a4c59bb6e891fa66
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06919349B2

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