Triphenylphosphine → Ethyl 3-{2-fluoro-4-[(4-{1-[(4-phenyl-1,3-thiazol-2-yl)thio]butyl)benzyl)oxy]phenyl)propanoate

HRID 732202노트

반응식

HRID 732202 반응식
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH:16](O)[CH2:17][CH2:18][CH3:19])=[CH:12][CH:11]=2)[CH:5]=[CH:4][C:3]=1[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24].[SH:28][C:29]1[S:30][CH:31]=[C:32]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[N:33]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OCC)=O)=NC(OCC)=O>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([CH:16]([S:28][C:29]3[S:30][CH:31]=[C:32]([C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=4)[N:33]=3)[CH2:17][CH2:18][CH3:19])=[CH:12][CH:11]=2)[CH:5]=[CH:4][C:3]=1[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24]

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 23143246Ethyl 3-(2-fluoro-4-{[4-(1-hydroxybutyl)benzyl]oxy}phenyl)propanoateHCID 1785278304-phenyl-1,3-thiazole-2-thiol

생성물 1

HCID 23143245Ethyl 3-{2-fluoro-4-[(4-{1-[(4-phenyl-1,3-thiazol-2-yl)thio]butyl)benzyl)oxy]phenyl)propanoate수율 76%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

To a solution of ethyl 3-(2-fluoro-4-{[4-(1-hydroxybutyl)benzyl]oxy}phenyl)propanoate (0.500 g, 1.34 mmol), 2-mercapto-4-phenylthiazole (0.284 g, 1.47 mmol) and triphenylphosphine (0.700 g, 2.67 mmol) in toluene (10 mL) was added diethyl azodicarboxylate (40% toluene solution, 1.21 mL, 2.67 mmol) with stirring at room temperature, and the mixture was stirred at the same temperature for 1.5 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-20:80) to give the title compound (0.555 g, yield 76%) as a colorless oil.

후처리

  1. stirringthe mixture was stirred at the same temperature for 1.5 hr
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=0:100-20:80)

출처 및 근거

ORD 기록
ord-f3e6d1265df94055bd9fef472cf12f23
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07585880B2

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