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Tributylphosphine → Ethyl 3-[2,6-difluoro-4-[[4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]-propanoate

HRID 732221
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HRID 732221 반응식
[C:1]1([CH2:7][CH2:8][N:9]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([CH2:28][OH:29])=[CH:24][CH:23]=2)[C:10]2[S:11][CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:30][C:31]1[CH:36]=[C:35](O)[CH:34]=[C:33]([F:38])[C:32]=1[CH2:39][CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42].C(P(CCCC)CCCC)CCC.N(C(N1CCCCC1)=O)=NC(N1CCCCC1)=O>O1CCCC1>[F:30][C:31]1[CH:36]=[C:35]([O:29][CH2:28][C:25]2[CH:24]=[CH:23][C:22]([CH2:21][N:9]([CH2:8][CH2:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[C:10]3[S:11][CH:12]=[C:13]([C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)[N:14]=3)=[CH:27][CH:26]=2)[CH:34]=[C:33]([F:38])[C:32]=1[CH2:39][CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 13831TributylphosphineHCID 730421,1'-(Azodicarbonyl)dipiperidineHCID 23082713Ethyl 3-(2,6-difluoro-4-hydroxyphenyl)propanoateHCID 23111783(4-{[(2-Phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl}phenyl)methanol

생성물 1

HCID 23143263Ethyl 3-[2,6-difluoro-4-[[4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]benzyl]oxy]phenyl]-propanoate
수율 56.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

That is, to a solution of [4-[[(2-phenylethyl)(4-phenyl-1,3-thiazol-2-yl)amino]methyl]phenyl]methanol (350 mg, 0.87 mmol), ethyl 3-(2,6-difluoro-4-hydroxyphenyl)propanoate (200 mg, 0.87 mmol) and tributylphosphine (0.31 mL, 1.24 mmol) in tetrahydrofuran (30 mL) was added 1,1′-(azodicarbonyl)dipiperidine (320 mg, 1.27 mmol), and the mixture was stirred at room temperature for 18 hr. The insoluble materials were filtered off and the filtrate was concentrated. The residue was purified by silica gel column chromatography to give the title compound (300 mg, yield 56%) as a colorless oil.

후처리

  1. filtrationThe insoluble materials were filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-636c6d01f8554a69a160691143294237
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07585880B2

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