Ethyl Acetate → tert-Butyl 4-{[(4-{[1-(hydroxymethyl)cyclopentyl]methoxy}-1,2-benzisoxazol-3-yl)oxy]methyl}-piperidine-1-carboxylate

HRID 2410387ノート

反応式

HRID 2410387 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[O:8][C:9]([C:11]1([CH2:16][O:17][C:18]2[C:23]3[C:24]([O:27][CH2:28][CH:29]4[CH2:34][CH2:33][N:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:31][CH2:30]4)=[N:25][O:26][C:22]=3[CH:21]=[CH:20][CH:19]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1)=O.C(OCC)(=O)C>C(OCC)C>[OH:8][CH2:9][C:11]1([CH2:16][O:17][C:18]2[C:23]3[C:24]([O:27][CH2:28][CH:29]4[CH2:34][CH2:33][N:32]([C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])[CH2:31][CH2:30]4)=[N:25][O:26][C:22]=3[CH:21]=[CH:20][CH:19]=2)[CH2:15][CH2:14][CH2:13][CH2:12]1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 69320362HCID 69320362、化合物

生成物 1

HCID 86622737tert-Butyl 4-{[(4-{[1-(hydroxymethyl)cyclopentyl]methoxy}-1,2-benzisoxazol-3-yl)oxy]methyl}-piperidine-1-carboxylate収率 81%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

To a suspension of lithium aluminum hydride (50.7 mg, 1.34 mmol) in diethyl ether (5 mL) was added an ethereal solution (3 mL) of tert-butyl 4-{[(4-{[1-(methoxycarbonyl)cyclopentyl]methoxy}-1,2-benzisoxazol-3-yl)oxy]methyl}piperidine-1-carboxylate (EXAMPLE 51, step 2, 600 mg, 1.23 mmol) at 0° C. After being stirred for 30 min, ethyl acetate was added to the mixture. Then the mixture was washed with 2N hydrochloric acid and brine. The organic layer was dried over magnesium sulfate and concentrated in vacuo to afford 456 mg (81%) of the title compound as a white solid. The crude product was used in the next step without further purification.

後処理

  1. washThen the mixture was washed with 2N hydrochloric acid and brine
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-bdce677457394fc4803ebd38d0767b58
出典データセット
uspto-grants-2014_08
特許番号
US08816090B2

反応ノート

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