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Lithium Hydroxide → (2S)-2-[(1,2,3,3a,4,8b-Hexahydrocyclopenta[b]Indol-5-ylcarbonyl)Amino]-Propanoic Acid

HRID 2227737
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HRID 2227737 반응식
[OH-].[Li+].[CH2:3]1[CH:14]2[CH:6]([NH:7][C:8]3[C:9]([C:15]([NH:17][C@@H:18]([CH3:24])[C:19]([O:21]CC)=[O:20])=[O:16])=[CH:10][CH:11]=[CH:12][C:13]=32)[CH2:5][CH2:4]1>C1COCC1>[CH2:3]1[CH:14]2[CH:6]([NH:7][C:8]3[C:9]([C:15]([NH:17][C@@H:18]([CH3:24])[C:19]([OH:21])=[O:20])=[O:16])=[CH:10][CH:11]=[CH:12][C:13]=32)[CH2:5][CH2:4]1
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 12132976ethyl (2S)-2-[(1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-5-ylcarbonyl)amino]propanoate

생성물 1

HCID 12132977(2S)-2-[(1,2,3,3a,4,8b-Hexahydrocyclopenta[b]Indol-5-ylcarbonyl)Amino]-Propanoic Acid

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A 1 M aqueous lithium hydroxide solution (13 mmol, 13 mL) was added to a solution of ethyl (2S)-2-[(1,2,3,3a,4,8b-hexahydrocyclopenta[b]indol-5-ylcarbonyl)amino]propanoate (6.1 mmol, 1.9 g) in THF (50 mL). The reaction mixture was stirred at room temperature for 18 h. The reaction was concentrated in vacuo and diluted with 0.1 N HCI and ethyl acetate. The phases were separated and the organic phase was washed with water, dried over MgSO4, filtered, and concentrated to give a yellow oil (1.6 g, 6.1 mmol, quantitative).

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. additiondiluted with 0.1 N HCI and ethyl acetate
  3. customThe phases were separated
  4. washthe organic phase was washed with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customto give a yellow oil (1.6 g, 6.1 mmol, quantitative)

출처 및 근거

ORD 기록
ord-fe01335f4ef549cb87548266efb314de
출처 데이터셋
uspto-grants-2002_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06414144B1

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