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

HRID 1597310노트

반응식

HRID 1597310 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-2324d1ff461043089d5299707662b91e
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294555B1

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