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Rac.-2-acetamido-3-[4-((1,1-dimethylethoxy)carbonyl]phenyl]propanoic acid benzyl ester → Rac.-2-acetamido-3-[4-[(1,1-dimethylethoxy)carbonyl]phenyl]propanoic acid

HRID 1647062
ノート
印刷プレビュー

反応式

HRID 1647062 の反応式
C([O:8][C:9](=[O:29])[CH:10]([NH:25][C:26](=[O:28])[CH3:27])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:14][CH:13]=1)C1C=CC=CC=1.[H][H]>C(O)C.[Pd]>[C:26]([NH:25][CH:10]([CH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:16][CH:17]=1)[C:9]([OH:29])=[O:8])(=[O:28])[CH3:27]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14888682Rac.-2-acetamido-3-[4-((1,1-dimethylethoxy)carbonyl]phenyl]propanoic acid benzyl esterHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 14888687Rac.-2-acetamido-3-[4-[(1,1-dimethylethoxy)carbonyl]phenyl]propanoic acid収率 92.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A suspension of rac.-2-acetamido-3-[4-[(1,1-dimethyl-ethoxy)carbonyl]phenyl]propanoic acid benzyl ester (3.3 g, 8 mmol) and 10% Pd/C (320 mg) in ethanol (100 mL) was blanketed with hydrogen (1 atm) at room temperature. Upon the consumption of 1 equivalent of hydrogen, the mixture was filtered through celite. The celite pad was washed with ethanol (50 mL) and the filtrates were combined and concentrated. The resultant solid was purified by recrystallization from ethyl acetate/hexane to give rac.-2-acetamido-3-[4-[(1,1-dimethylethoxy)carbonyl]phenyl]propanoic acid, (2.3 g, 7.4 mmol) in 89% yield, mp. 187°-188° C.

後処理

  1. filtrationthe mixture was filtered through celite
  2. washThe celite pad was washed with ethanol (50 mL)
  3. concentrationconcentrated
  4. customThe resultant solid was purified by recrystallization from ethyl acetate/hexane

出典と根拠

ORDレコード
ord-a92d138d91d24cfaacb3c77e60430bde
出典データセット
uspto-grants-1993_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05182263

反応ノート

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