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Aluminium lithium hydride → HCID 178484887, 화합물

HRID 409809
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HRID 409809 반응식
C(O[C:6]([NH:8][C@@H:9]([CH2:13][C:14]1[N:15]=[CH:16][NH:17][CH:18]=1)[C:10](O)=[O:11])=O)(C)(C)C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH:17]1[CH:18]=[C:14]([CH2:13][C@H:9]([NH:8][CH3:6])[CH2:10][OH:11])[N:15]=[CH:16]1
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참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 178454169HCID 178454169, 화합물

생성물 1

HCID 178484887HCID 178484887, 화합물수율 65.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
2.5 °C

실험 절차

To a solution of (S)-2-(tert-butoxycarbonylamino)-3-(1H-imidazol-4-yl)propanoic acid (1.0 g, 3.92 mmol) in THF (20 mL) was added LAH (2 M, 10 mL, 20 mmol) at 0-5° C. The reaction mixture was stirred at 0-5° C. for 30 min and heat to reflux for 2 h. The reaction mixture was cooled to 0-5° C. and quenched with water (0.8 mL), NaOH (0.8 mL), and water (2.4 mL). The resulting suspension was stirred RT for 30 min and filtered. The filtrate was concentrated to give (S)-3-(1H-imidazol-4-yl)-2-(methylamino)propan-1-ol (400 mg, crude), which was used without further purification. LRMS (M−Boc+H+) m/z 156.1.

후처리

  1. temperatureheat
  2. temperatureto reflux for 2 h
  3. temperatureThe reaction mixture was cooled to 0-5° C.
  4. customquenched with water (0.8 mL), NaOH (0.8 mL), and water (2.4 mL)
  5. stirringThe resulting suspension was stirred RT for 30 min
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated

출처 및 근거

ORD 기록
ord-a3d17c1296c24ee6bc756c722d38fbbb
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08759374B2

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