Pyridine → HCID 86603378, 화합물

HRID 32805

반응식

HRID 32805 반응식
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C@H:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:14])[C:10](O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].N1C=CC=CC=1.N1C(F)=NC(F)=NC=1[F:29]>ClCCl>[C:1]([O:5][C:6](=[O:7])[NH:8][C@H:9]([C:10]([F:29])=[O:11])[C@H:13]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[CH3:14])([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 12664Cyanuric fluorideHCID 7021178(2S,3S)-2-((tert-Butoxycarbonyl)amino)-3-phenylbutanoic acid

생성물 1

HCID 86603378HCID 86603378, 화합물수율 112.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

(2S,3S)-2-tert-Butoxycarbonylamino-3-phenyl-butyric acid (1.94 g, 6.93 mmol) and pyridine (0.63 mL, 7.74 mmol) were dissolved in dichloromethane (50 mL) at −10° C. Cyanuric fluoride (1.80 mL, 21.1 mmol) was added dropwise. The mixture was stirred for 1 hour and ice-water was added. The mixture was extracted with dichloromethane (2×). The organic extracts were washed with water, brine and dried (sodium sulfate). Evaporation of the solvents gave crude ((1S,2S)-1-fluorocarbonyl-2-phenyl-propyl)-carbamic acid tert-butyl ester (2.2 g) as a cloudy oil which was used in the next step.

후처리

  1. extractionThe mixture was extracted with dichloromethane (2×)
  2. washThe organic extracts were washed with water, brine
  3. dry with materialdried (sodium sulfate)
  4. customEvaporation of the solvents

출처 및 근거

ORD 기록
ord-0f0a62ec1e7a47d2930fe085fa9bce4a
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07427635B2

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