m-Chloroperbenzoic acid → HCID 91035818、化合物

HRID 561882ノート

反応式

HRID 561882 の反応式
[Cl:1][C:2]1[C:3]([CH2:13][N:14]([CH:47]2[CH2:49][CH2:48]2)[C:15](=[O:46])[CH:16]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([O:33][CH2:34][CH2:35][O:36][C:37]3[C:42]([Cl:43])=[CH:41][C:40]([CH3:44])=[CH:39][C:38]=3[Cl:45])=[CH:29][CH:28]=2)[CH2:17][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])=[N:6][CH:7]=1.ClC1C=C(C=CC=1)C(OO)=[O:55]>ClCCl>[Cl:1][C:2]1[C:3]([CH2:13][N:14]([CH:47]2[CH2:48][CH2:49]2)[C:15](=[O:46])[CH:16]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([O:33][CH2:34][CH2:35][O:36][C:37]3[C:42]([Cl:43])=[CH:41][C:40]([CH3:44])=[CH:39][C:38]=3[Cl:45])=[CH:31][CH:32]=2)[CH2:17][NH:18][C:19](=[O:25])[O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][O:11][CH3:12])=[N+:6]([O-:55])[CH:7]=1

参加物

4

反応物 2

HCID 70297m-Chloroperbenzoic acidHCID 91185349Tert-butyl (3-[{[5-chloro-2-(methoxypropyl)pyridin-4-yl]methyl}(cyclopropyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate

生成物 1

HCID 91035818HCID 91035818、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of tert-butyl (3-[{[5-chloro-2-(methoxypropyl)pyridin-4-yl]methyl}(cyclopropyl)amino]-2-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]benzyl}-3-oxopropyl)carbamate from Experiment 94, Step 4 in dichloromethane (0.03 M) was added 3-chloroperoxybenzoic acid. The reaction mixture was stirred at RT for 16 h. The reaction was quenched with water and then extracted with EtOAc. The combined organic extracts were washed with 10% aq. HCl and brine, dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 1:1 (v/v) Hex:EtOAc 4 EtOAc) afforded the title compound.

後処理

  1. customThe reaction was quenched with water
  2. extractionextracted with EtOAc
  3. washThe combined organic extracts were washed with 10% aq. HCl and brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated in vacuo
  7. customPurification of the crude product
  8. customthus obtained by way of flash chromatography (SiO2, 1:1 (v/v) Hex:EtOAc 4 EtOAc)

出典と根拠

ORDレコード
ord-7bbd7ad74d934fc1ab4d2d4d5643c0ac
出典データセット
uspto-grants-2011_11
特許番号
US08063105B2

反応ノート

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