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Tributylphosphine → Ethyl 3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)hex-4-ynoate

HRID 1049562
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HRID 1049562 반응식
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]([CH:9]([C:16]#[C:17][CH3:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1.[F:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[C:28]1[CH:33]=[CH:32][C:31](O)=[CH:30][C:29]=1[CH2:35][C:36]([CH3:39])([CH3:38])[CH3:37].N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O.C(P(CCCC)CCCC)CCC>C1COCC1>[F:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][C:21]=1[C:28]1[CH:33]=[CH:32][C:31]([O:1][CH2:2][C:3]2[CH:4]=[C:5]([CH:9]([C:16]#[C:17][CH3:18])[CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=2)=[CH:30][C:29]=1[CH2:35][C:36]([CH3:39])([CH3:38])[CH3:37]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 1177596322'-Fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-olHCID 117760135Ethyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoate

생성물 1

HCID 117759726Ethyl 3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)hex-4-ynoate수율 82.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Under a nitrogen atmosphere, to a solution of ethyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoate (100 mg) and 2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-ol (117 mg) in THF (5.8 mL) were added 1,1′-(azodicarbonyl)dipiperidine (164 mg) and tributylphosphine (160 μL) at room temperature, and the mixture was stirred for 16 hr. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (172 mg) as a colorless oil.

후처리

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-5ff2a2e95a3a475693d9471154251cd8
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09382188B2

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