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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
ノート
印刷プレビュー

反応式

HRID 732221 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-636c6d01f8554a69a160691143294237
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07585880B2

反応ノート

読み込み中…

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