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

HRID 43342
ノート
印刷プレビュー

反応式

HRID 43342 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-50de0c51beb44bd49768072aeb85b8a5
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08536182B2

反応ノート

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