Sodium Bicarbonate → HCID 21927829、化合物

HRID 585560ノート

反応式

HRID 585560 の反応式
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH2:10][CH2:9]1)[C:2]1[CH:7]=CC=CC=1.O=CCCC[NH:26][C:27](=[O:33])[O:28][C:29]([CH3:32])([CH3:31])[CH3:30].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>ClCCl.O>[C:29]([O:28][C:27]([NH:26][CH2:7][CH2:2][CH2:1][N:8]1[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][C:17]([O:19][CH3:20])=[O:18])[CH2:12][CH2:13]1)=[O:33])([CH3:32])([CH3:31])[CH3:30]

参加物

7

反応物 4

HCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 15147569HCID 15147569、化合物HCID 15534785tert-Butyl (4-oxobutyl)carbamate

生成物 1

HCID 21927829HCID 21927829、化合物収率 78.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of methyl 4-(4-benzylpiperazin-1-yl)butanoate (500 mg, 2.68 mmoles) in dichloromethane (5 mL) was added tert-butyl 4-oxobutyl-carbamate (505 mg, 2.68 mmoles) and sodium triacetoxyborohydride (900 mg, 1.5 eq) and stirred 20 h. To the reaction mixture water was added followed by 1M aqueous sodium bicarbonate solution. The solution was extracted with ethyl acetate. The organics were evaporated to afford methyl 4-(4-{3-[(tert-butoxycarbonyl)amino]propyl}-piperazin-1-yl)butanoate (0.72 g, 75%). MS (ESI+) for m/z 358 (M+H)+.

後処理

  1. extractionThe solution was extracted with ethyl acetate
  2. customThe organics were evaporated

出典と根拠

ORDレコード
ord-ecc0896d043a4f8c9e23af2294b46cfe
出典データセット
uspto-grants-2005_08
特許番号
US06933304B2

反応ノート

読み込み中…