Trimethylsilyl isocyanate → 4-(t-Butoxycarbonylamino)-1-(1-carbamoyl-4-piperidinylmethyl)piperidine

HRID 1597310ノート

反応式

HRID 1597310 の反応式
[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH2:11][CH2:10]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C[Si]([N:26]=[C:27]=[O:28])(C)C>C(Cl)Cl>[C:1]([O:5][C:6]([NH:8][CH:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH:16]2[CH2:17][CH2:18][N:19]([C:27](=[O:28])[NH2:26])[CH2:20][CH2:21]2)[CH2:13][CH2:14]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

4

反応物 2

HCID 70696Trimethylsilyl isocyanateHCID 129861544-(t-Butoxycarbonylamino)-1-(4-piperidinylmethyl)piperidine

生成物 1

HCID 698309374-(t-Butoxycarbonylamino)-1-(1-carbamoyl-4-piperidinylmethyl)piperidine収率 83.1%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 4-(t-butoxycarbonylamino)-1-(4-piperidinylmethyl)piperidine (590 mg) in methylene chloride (30 ml) is added trimethylsilyl isocyanate (220 mg) under ice-cooling, and the mixture is stirred at room temperature for 8 hours. The reaction mixture is washed with water and a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform:methanol=10:1) to give 4-(t-butoxycarbonylamino)-1-(1-carbamoyl-4-piperidinylmethyl)piperidine (540 mg).

後処理

  1. temperaturecooling
  2. washThe reaction mixture is washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate
  4. customthe solvent is evaporated under reduced pressure
  5. customThe residue is purified by silica gel column chromatography (eluent; chloroform:methanol=10:1)

出典と根拠

ORDレコード
ord-2324d1ff461043089d5299707662b91e
出典データセット
uspto-grants-2001_09
特許番号
US06294555B1

反応ノート

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