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Triphenylphosphine → 3-[4-(2-Pyridinylamino)butoxy]phenyl-3-methylbutanoic acid

HRID 2085057
ノート
印刷プレビュー

反応式

HRID 2085057 の反応式
N1C=CC=CC=1N[CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:18]([CH:22]([CH3:24])[CH3:23])[C:19]([OH:21])=[O:20])[CH:15]=[CH:16][CH:17]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.OCCC[CH2:48][NH:49][C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][N+:51]=1[O-].N(C(OCC)=O)=NC(OCC)=O>CN(C=O)C>[N:51]1[CH:52]=[CH:53][CH:54]=[CH:55][C:50]=1[NH:49][CH2:48][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:18]([CH:22]([CH3:23])[CH3:24])[C:19]([OH:21])=[O:20])[CH:15]=[CH:16][CH:17]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 226027013-[3-(2-Pyridinylamino)propoxy]phenyl-3-methylbutanoic acidHCID 178526250HCID 178526250、化合物

生成物 1

HCID 226026993-[4-(2-Pyridinylamino)butoxy]phenyl-3-methylbutanoic acid収率 50.5%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒
2 回

実験手順

To a solution of the product from Example 5, Step 3 (720 mg, 3.24 mmol) in DMF (9 mL) was added triphenylphosphine (850 mg, 3.24 mmol). The reaction solution was kept at ambient temperature for 1 hour and a solution of 2-(4-hydroxybutylamino)pyridine N-oxide (590 mg, 3.24 mmol) and diethyl azodicarboxylate (0.51 mL, 3.24 mmol) in DMF (5 mL) was added. The reaction solution was kept at room temperature for 18 hours and concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with water. The aqueous solution was back extracted with ethyl acetate. The combined organic solution was washed with brine, dried (Na2SO4) and concentrated in vacuo. The residue was purified by chromatography (98:1:1 CH2Cl2:MeOH:NH4OH) to give the desired product, (560 mg, 45% yield).

後処理

  1. waitThe reaction solution was kept at room temperature for 18 hours
  2. concentrationconcentrated in vacuo
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washwashed with water
  5. extractionThe aqueous solution was back extracted with ethyl acetate
  6. washThe combined organic solution was washed with brine
  7. dry with materialdried (Na2SO4)
  8. concentrationconcentrated in vacuo
  9. customThe residue was purified by chromatography (98:1:1 CH2Cl2:MeOH:NH4OH)

出典と根拠

ORDレコード
ord-079ac4cdb2aa49b08a17a38bc4e72864
出典データセット
uspto-grants-2004_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06720315B2

反応ノート

読み込み中…

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