Sodium Hydroxide → (S)-N-Methyl-2-[N'-(t-butoxycarbonyl)-allylamino]-3-phenyl-propylamine

HRID 1379966노트

반응식

HRID 1379966 반응식
[CH3:1][NH:2][C:3](=O)[C@@H:4]([N:12]([CH2:20][CH:21]=[CH2:22])[C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[H-].C([Al+]CC(C)C)C(C)C.[OH-].[Na+]>ClCCl>[CH3:1][NH:2][CH2:3][C@@H:4]([N:12]([CH2:20][CH:21]=[CH2:22])[C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])[CH2:5][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 21225700DiisobutylaluminumhydrideHCID 86750266(S)-N-Methyl-2-[N'-(t-butoxycarbonyl)-allylamino]-3-phenyl-propionamide

생성물 1

HCID 67711663(S)-N-Methyl-2-[N'-(t-butoxycarbonyl)-allylamino]-3-phenyl-propylamine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
-78 °C

실험 절차

Dissolve (S)-N-methyl-2-[N'-(t-butoxycarbonyl)-allylamino]-3-phenyl-propionamide (0.31 g, 0.98 mmol) in dichloromethane (10 mL) and cool in a dry ice/acetone bath to -78° C. Add diisobutylaluminum hydride (1.96 mL, 1.5M in toluene, 2.94 mmol). Allow to warm slowly to ambient temperature and stir for 16 hours. Slowly add a 15% aqueous solution of sodium hydroxide (3.0 mL). Extract with dichloromethane, dry the organic layer over MgSO4, filter, and evaporate in vacuo to give the title compound as a mixture which is taken on to the next step without further purification.

후처리

  1. temperatureAllow to warm slowly to ambient temperature
  2. extractionExtract with dichloromethane
  3. dry with materialdry the organic layer over MgSO4
  4. filtrationfilter
  5. customevaporate in vacuo

출처 및 근거

ORD 기록
ord-58a860160cd84251ba259d3f8fcb0d57
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05672602

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