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Sodium Hydroxide → {4-[((3S)-3-Methyl-4-{[(phenylmethyl)oxy]carbonyl}-1-piperazinyl)methyl]phenyl}acetic Acid

HRID 43342
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HRID 43342 반응식
[CH3:1][C@@H:2]1[N:7]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:6][CH2:5][N:4]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([CH:25](C(OCC)=O)[C:26]([O:28]CC)=[O:27])=[CH:21][CH:20]=2)[CH2:3]1.[OH-].[Na+]>O1CCOCC1>[CH3:1][C@@H:2]1[N:7]([C:8]([O:10][CH2:11][C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:9])[CH2:6][CH2:5][N:4]([CH2:18][C:19]2[CH:20]=[CH:21][C:22]([CH2:25][C:26]([OH:28])=[O:27])=[CH:23][CH:24]=2)[CH2:3]1
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 25223896Diethyl {4-[((3S)-3-methyl-4-{[(phenylmethyl)oxy]carbonyl}-1-piperazinyl)methyl]phenyl}propanedioate

생성물 1

HCID 25223995{4-[((3S)-3-Methyl-4-{[(phenylmethyl)oxy]carbonyl}-1-piperazinyl)methyl]phenyl}acetic Acid수율 83.6%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

A mixture of D7 (761 mg, 1.58 mmol), 2M NaOH solution (6 ml) and 1,4-dioxane (6 ml) was stirred at room temperature for 2 h. The solvents were removed and the residue dissolved in water and the pH adjusted to 4 with 2M HCl. The product was extracted with EtOAc and the combined extracts were dried and concentrated. The product was refluxed in toluene (˜20 ml) for 2 h and the solvent was evaporated to give the title compound as a yellow foam (505 mg). MS (ES): MH+ 383, (M−H)− 381.

후처리

  1. customThe solvents were removed
  2. dissolutionthe residue dissolved in water
  3. extractionThe product was extracted with EtOAc
  4. customthe combined extracts were dried
  5. concentrationconcentrated
  6. temperatureThe product was refluxed in toluene (˜20 ml) for 2 h
  7. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-50de0c51beb44bd49768072aeb85b8a5
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536182B2

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