m-Chloroperbenzoic acid → 1-{4'-[3-Methyl-4-(3-phenethyl-oxiranyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

HRID 1183270ノート

反応式

HRID 1183270 の反応式
[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:14]=[CH:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[CH:27]=[CH:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:17][CH:16]=3)=[CH:11][CH:10]=2)[CH2:8][CH2:7]1)=[O:5])[CH3:2].ClC1C=C(C=CC=1)C(OO)=[O:42]>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1([C:9]2[CH:10]=[CH:11][C:12]([C:15]3[CH:20]=[CH:19][C:18]([C:21]4[O:25][N:24]=[C:23]([CH3:26])[C:22]=4[CH:27]4[CH:28]([CH2:29][CH2:30][C:31]5[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=5)[O:42]4)=[CH:17][CH:16]=3)=[CH:13][CH:14]=2)[CH2:7][CH2:8]1)=[O:5])[CH3:2]

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acid2 回HCID 665782161-{4'-[3-Methyl-4-(4-phenyl-but-1-enyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

生成物 1

HCID 866523991-{4'-[3-Methyl-4-(3-phenethyl-oxiranyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of 1-{4′-[3-methyl-4-(4-phenyl-but-1-enyl)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester (0.343 g, 0.72 mmol) in CH2Cl2 (3.5 mL) was added meta-chloroperoxybenzoic acid (0.181 g, 0.79 mmol), and the reaction was stirred at room temperature overnight. Analytical LCMS indicated the starting material was still present, so additional meta-chloroperoxybenzoic acid was added, and the reaction was stirred overnight at room temperature. After aqueous workup, the organic layer was dried over MgSO4, filtered, and concentrated, and the crude material was purified by silica gel chromatography to give the title compound.

後処理

  1. stirringthe reaction was stirred overnight at room temperature
  2. dry with materialAfter aqueous workup, the organic layer was dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customthe crude material was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-6261c1b5f46043e7872ef4eac3597cd9
出典データセット
uspto-grants-2014_03
特許番号
US08664220B2

反応ノート

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