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Ethyl Acetate → Ethyl 4-[1-[2-hydroxy-2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl]ethyl]piperidin-4-yl]-2-methylbutanoate

HRID 1059374
ノート
印刷プレビュー

反応式

HRID 1059374 の反応式
[O:1]=[C:2]([C:19]1[CH:20]=[CH:21][C:22]2[S:27][C:26]3[N:28]=[CH:29][CH:30]=[N:31][C:25]=3[NH:24][C:23]=2[CH:32]=1)[CH2:3][N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:6][CH2:5]1.[BH4-].[Na+].C(OCC)(=O)C>C(O)C>[OH:1][CH:2]([C:19]1[CH:20]=[CH:21][C:22]2[S:27][C:26]3[N:28]=[CH:29][CH:30]=[N:31][C:25]=3[NH:24][C:23]=2[CH:32]=1)[CH2:3][N:4]1[CH2:5][CH2:6][CH:7]([CH2:10][CH2:11][CH:12]([CH3:18])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH2:8][CH2:9]1
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 3

HCID 8857Ethyl AcetateHCID 4311764Sodium borohydrideHCID 18670229HCID 18670229、化合物

生成物 1

HCID 18670124Ethyl 4-[1-[2-hydroxy-2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl]ethyl]piperidin-4-yl]-2-methylbutanoate収率 66%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 0.8 g of ethyl 4-[1-[2-oxo-2-(10H-pyrazino[2,3-b][1,4]benzothiazin-8-yl]ethyl]piperidin-4-yl]-2-methylbutanoate in ethanol (30 ml) was added 70 mg of sodium borohydride and the resulting mixture was reacted at room temperature for 30 minutes. After adding ethyl acetate, the reaction mixture was washed with water and a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate) to thereby give 0.53 g of the title compound as a yellow oily substance.

後処理

  1. customthe resulting mixture was reacted at room temperature for 30 minutes
  2. washthe reaction mixture was washed with water
  3. dry with materiala saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate
  4. distillationAfter distilling off the solvent under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (eluted with n-hexane/ethyl acetate)

出典と根拠

ORDレコード
ord-2f80061749f545bd982bb63570a35ed2
出典データセット
uspto-grants-2003_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06518423B1

反応ノート

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