Triethylamine → (S)-Methyl 3-methyl-2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)butanoate

HRID 403699

反応式

HRID 403699 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[CH:5][C:4]=1[C:18]([O:20]C)=O.Cl.[CH3:23][O:24][C:25](=[O:31])[C@H:26]([CH:28]([CH3:30])[CH3:29])[NH2:27].C(N(CC)CC)C>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH3:29][CH:28]([CH3:30])[C@H:26]([N:27]1[CH2:2][C:3]2[C:4](=[CH:5][C:6]([C:9]3[CH:10]=[CH:11][C:12]([N+:15]([O-:17])=[O:16])=[CH:13][CH:14]=3)=[CH:7][CH:8]=2)[C:18]1=[O:20])[C:25]([O:24][CH3:23])=[O:31]

参加物

6

反応物 3

HCID 8471TriethylamineHCID 111190Methyl valinate hydrochlorideHCID 67306641Methyl 4-(bromomethyl)-4'-nitrobiphenyl-3-carboxylate

生成物 1

HCID 131731440(S)-Methyl 3-methyl-2-(6-(4-nitrophenyl)-1-oxoisoindolin-2-yl)butanoate

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A mixture of the compound of example 4 (1.54 g, 0.0044 mol) and L-valine methyl ester hydrochloride (0.813 g, 0.0048 mol) was taken in toluene (30 mL) in a round bottom flask. To this reaction mixture, triethyl amine (0.98 g, 0.0097 mol) was added and refluxed for 3-4 h. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed with water and brine, dried over anhydrous sodium sulfate and concentrated to obtain an oily material, which was purified by column chromatography (silicagel, 30% ethyl acetate in petroleum ether).

後処理

  1. temperaturerefluxed for 3-4 h
  2. customAfter completion of the reaction
  3. washwashed with water and brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customto obtain an oily material, which
  7. customwas purified by column chromatography (silicagel, 30% ethyl acetate in petroleum ether)

出典と根拠

ORDレコード
ord-c2862bf43348472a8229bbef8caf8c2b
出典データセット
uspto-grants-2014_06
特許番号
US08748426B2

関連ノート

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