Tert-butyl 3-(trichloromethyl)oxaziridine-2-carboxylate → Tert-butyl 2-(3-benzylpentan-3-yl)hydrazinecarboxylate

HRID 1504296노트

반응식

HRID 1504296 반응식
[CH2:1]([C:8]([NH2:13])([CH2:11][CH3:12])[CH2:9][CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC(Cl)(Cl)C1O[N:17]1[C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20]>C(Cl)Cl>[CH2:1]([C:8]([NH:13][NH:17][C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])([CH2:11][CH3:12])[CH2:9][CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 11139943Tert-butyl 3-(trichloromethyl)oxaziridine-2-carboxylateHCID 185063513-Benzylpentan-3-amine

생성물 1

HCID 89807785Tert-butyl 2-(3-benzylpentan-3-yl)hydrazinecarboxylate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2.68 g of 3-benzylpentan-3-amine was dissolved in 20 mL of methylene chloride, mixed with 4.8 g (18 mmol) of separately prepared t-butyl 3-(trichloromethyl)-1,2-oxaziridine-2-carboxylate under cooling with ice, and stirred at room temperature for 30 minutes, and the reaction solution was washed with 10% aqueous citric acid, with saturated aqueous sodium hydrogen carbonate and with saturated aqueous sodium chloride successively and dried over anhydrous sodium sulfate, and methylene chloride was removed under reduced pressure. The resulting residue was purified by intermediate pressure silica gel column chromatography (silica gel 30 g, ethyl acetate:hexane=0:100 to 20:80) to give 1.62 g of the desired product as a light brown solid.

후처리

  1. temperatureunder cooling with ice
  2. washthe reaction solution was washed with 10% aqueous citric acid, with saturated aqueous sodium hydrogen carbonate and with saturated aqueous sodium chloride successively
  3. dry with materialdried over anhydrous sodium sulfate, and methylene chloride
  4. customwas removed under reduced pressure
  5. customThe resulting residue was purified by intermediate pressure silica gel column chromatography (silica gel 30 g, ethyl acetate:hexane=0:100 to 20:80)

출처 및 근거

ORD 기록
ord-4a4f4af356664bd4a8a462fb3f696386
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09212348B2

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