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Ethanol → 2-ethylhexyl 3-((2-(((2S)-2-acetamidopropyl)oxy)-5-aminopyridin-4-yl)sulfanyl)propanoate

HRID 2277259
ノート
印刷プレビュー

反応式

HRID 2277259 の反応式
[C:1]([NH:4][C@@H:5]([CH3:31])[CH2:6][O:7][C:8]1[CH:13]=[C:12]([S:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH:21]([CH2:26][CH3:27])[CH2:22][CH2:23][CH2:24][CH3:25])=[O:18])[C:11]([N+:28]([O-])=O)=[CH:10][N:9]=1)(=[O:3])[CH3:2].[Cl-].[NH4+].C(O)C>O>[C:1]([NH:4][C@@H:5]([CH3:31])[CH2:6][O:7][C:8]1[CH:13]=[C:12]([S:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH:21]([CH2:26][CH3:27])[CH2:22][CH2:23][CH2:24][CH3:25])=[O:18])[C:11]([NH2:28])=[CH:10][N:9]=1)(=[O:3])[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 867313342-ethylhexyl 3-((2-(((2S)-2-acetamidopropyl)oxy)-5-nitropyridin-4-yl)sulfanyl)propanoate

生成物 1

HCID 867313332-ethylhexyl 3-((2-(((2S)-2-acetamidopropyl)oxy)-5-aminopyridin-4-yl)sulfanyl)propanoate収率 89.6%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

A mixture of 2-ethylhexyl 3-((2-(((2S)-2-acetamidopropyl)oxy)-5-nitropyridin-4-yl)sulfanyl)propanoate (3.38 g), reduced iron (2.07 g), ammonium chloride (0.397 g), ethanol (40 mL) and water (10 mL) was stirred overnight at 80° C. The precipitate was removed by filtration, and the filtrate was extracted with ethyl acetate. The combined organic layer were washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (2.83 g).

後処理

  1. customThe precipitate was removed by filtration
  2. extractionthe filtrate was extracted with ethyl acetate
  3. washThe combined organic layer were washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-563cde0ddec34020a72f6ebc135f4cc5
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09133129B2

反応ノート

読み込み中…

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