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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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(2e)-3-{2,6-Difluoro-4-[(isopropoxycarbonyl)amino]phenyl}prop-2-enyl diazoacetate → (Racemic)isopropyl 3,5-difluoro-4-[(1s,5r,6r)-2-oxo-3-oxabicyclo[3.1.0]hex-6-yl]phenylcarbamate

HRID 1179483
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HRID 1179483 반응식
[N+](=[CH:3][C:4]([O:6][CH2:7]/[CH:8]=[CH:9]/[C:10]1[C:15]([F:16])=[CH:14][C:13]([NH:17][C:18]([O:20][CH:21]([CH3:23])[CH3:22])=[O:19])=[CH:12][C:11]=1[F:24])=[O:5])=[N-]>C1(C)C=CC=CC=1.ClCCl.C1(C)C=CC=CC=1.[Cu+2]>[F:24][C:11]1[CH:12]=[C:13]([NH:17][C:18](=[O:19])[O:20][CH:21]([CH3:23])[CH3:22])[CH:14]=[C:15]([F:16])[C:10]=1[C@H:9]1[C@H:3]2[C@@H:8]1[CH2:7][O:6][C:4]2=[O:5]
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참가 물질

5

반응물 1

HCID 131726632(2e)-3-{2,6-Difluoro-4-[(isopropoxycarbonyl)amino]phenyl}prop-2-enyl diazoacetate

생성물 1

HCID 58978078(Racemic)isopropyl 3,5-difluoro-4-[(1s,5r,6r)-2-oxo-3-oxabicyclo[3.1.0]hex-6-yl]phenylcarbamate

시약·촉매·용매 3

HCID 27099Cupric cation촉매HCID 1140Toluene용매HCID 21877217Toluene methylene chloride용매

실험 절차

A solution of (2E)-3-{2,6-difluoro-4-[(isopropoxycarbonyl)amino]phenyl}prop-2-enyl diazoacetate (2.4 g, 7.07 mmol) in 170 mL of toluene/dichloromethane (1:2) was added dropwise over 14 h to a refluxing solution of bis-(N-t-butylsalicylaldiminato) copper(II) (0.147 g, 0.35 mmol) in 120 mL of toluene. After the addition was complete, the reaction mixture was heated another hour at reflux, then cooled, filtered and concentrated. The crude oil was purified by column chromatography (15-40% EtOAc-hexanes) to provide the title compound (a racemic mixture) as a yellow solid.

후처리

  1. additionAfter the addition
  2. temperaturethe reaction mixture was heated another hour
  3. temperatureat reflux
  4. temperaturecooled
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe crude oil was purified by column chromatography (15-40% EtOAc-hexanes)

출처 및 근거

ORD 기록
ord-e404ca7b1e784837a5239aae46edba60
출처 데이터셋
uspto-grants-2007_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07279494B2

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