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Hydrochloric Acid → 5-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]-propionyl}methylamino)pentanoic acid

HRID 1055318
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HRID 1055318 반응식
COC(=O)CCCCN([C:10](=[O:35])[CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][CH:16]([O:19][C:20](=[O:34])[NH:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=2[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:15][CH2:14]1)C.[Li+].[OH-:38].Cl.[C:40]([OH:44])([CH3:43])(C)C>O>[C:23]1([C:28]2[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[NH:21][C:20]([O:19][CH:16]1[CH2:15][CH2:14][N:13]([CH2:12][CH2:11][C:10]([CH2:14][NH:13][CH2:12][CH2:11][CH2:10][CH2:43][C:40]([OH:44])=[O:38])=[O:35])[CH2:18][CH2:17]1)=[O:34]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 6386tert-Butanol2회HCID 667700995-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}-methylamino)pentanoic acid methyl ester

생성물 1

HCID 667818015-({3-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]-propionyl}methylamino)pentanoic acid

시약·촉매·용매 1

HCID 962
Water
용매
2회

실험 절차

To a mixture of 5-({3-[4-(biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]propionyl}-methylamino)pentanoic acid methyl ester (10.21 g, 20.60 mmol), tert-butyl alcohol (20 mL) and water (20 mL) was added a 1:1 mixture of LiOH:water (1.97 g, 41.2 mmol). The resulting mixture was stirred at room temperature for 4 h and then the pH of the mixture was adjusted to about pH 2 using aqueous hydrochloric acid (1 N). The aqueous layer was extracted with DCM (2ט80 mL) and the organic layers were combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound (12.23 g, quantitative) as an off-white foamy solid (containing residual tert-butyl alcohol).

후처리

  1. additionwas added
  2. extractionThe aqueous layer was extracted with DCM (2ט80 mL)
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto give

출처 및 근거

ORD 기록
ord-082a271bd90049b2a54dae96be589560
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09394275B2

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