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Water → Ammonia

HRID 1433304
ノート
印刷プレビュー

反応式

HRID 1433304 の反応式
[Si]([O:8][C@H:9]([C:46]1[CH:51]=[CH:50][C:49]([OH:52])=[C:48]([CH2:53][OH:54])[CH:47]=1)[CH2:10][NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[C:25]([C@@H:30]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[CH2:31][CH2:32][N:33]([CH:37]([CH3:39])[CH3:38])[CH:34]([CH3:36])[CH3:35])[CH:24]=2)=[CH:16][CH:15]=1)(C(C)(C)C)(C)C.O.[F-].[NH4+].C(=O)([O-])O.[Na+]>CO.C(OCC)(=O)C>[NH3:11].[CH:37]([N:33]([CH:34]([CH3:36])[CH3:35])[CH2:32][CH2:31][C@@H:30]([C:25]1[CH:24]=[C:23]([CH2:22][CH2:21][O:20][C:17]2[CH:18]=[CH:19][C:14]([CH2:13][CH2:12][NH:11][CH2:10][C@H:9]([OH:8])[C:46]3[CH:51]=[CH:50][C:49]([OH:52])=[C:48]([CH2:53][OH:54])[CH:47]=3)=[CH:15][CH:16]=2)[CH:28]=[CH:27][C:26]=1[OH:29])[C:40]1[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1)([CH3:38])[CH3:39]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 962WaterHCID 25516Ammonium fluorideHCID 516892Sodium BicarbonateHCID 579332144-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol

生成物 2

HCID 222Ammonia
HCID 24876489
2-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-(2-{4-[2-({(2R)-2-hydroxy-2-[4-hydroxy-3-(hydroxymethyl)phenyl]ethyl}amino)ethyl]phenoxy}ethyl)phenol

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
40 °C

実験手順

4-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol (Preparation 49, 235 mg, 0.30 mmol) was dissolved in methanol (2.9 ml) and water (1.4 ml) and ammonium fluoride (112 mg, 3.0 mmol) was added. The reaction was heated to 40° C. and stirred overnight, cooled to room temperature and then saturated aqueous sodium hydrogen carbonate (20 ml) and ethyl acetate (20 ml) were added. The aqueous was separated and extracted with ethyl acetate and the combined organics dried (magnesium sulphate) and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (80/20/1.0 by volume) to furnish the title compound as a glass, 55 mg.

後処理

  1. temperaturecooled to room temperature
  2. customThe aqueous was separated
  3. extractionextracted with ethyl acetate
  4. dry with materialthe combined organics dried (magnesium sulphate)
  5. customthe solvent removed in vacuo
  6. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane

出典と根拠

ORDレコード
ord-5a84747bba68437d88217e24cc45b381
出典データセット
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07612084B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート