Ammonium formate → Ammonia

HRID 1433287ノート

反応式

HRID 1433287 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:49][Si:50]([C:53]([CH3:56])([CH3:55])[CH3:54])([CH3:52])[CH3:51])[CH2:16][NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[C:28]([C@@H:33]([C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[CH2:34][CH2:35][N:36]([CH:40]([CH3:42])[CH3:41])[CH:37]([CH3:39])[CH3:38])[CH:27]=2)=[CH:11][C:10]=1[NH:57][S:58]([CH3:61])(=[O:60])=[O:59])C1C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[OH-].[Pd+2]>[NH3:17].[Si:50]([O:49][C@H:15]([C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([NH:57][S:58]([CH3:61])(=[O:59])=[O:60])[CH:11]=1)[CH2:16][NH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]1[CH:31]=[CH:30][C:29]([OH:32])=[C:28]([C@@H:33]([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH2:34][CH2:35][N:36]([CH:40]([CH3:42])[CH3:41])[CH:37]([CH3:39])[CH3:38])[CH:27]=1)([C:53]([CH3:56])([CH3:54])[CH3:55])([CH3:52])[CH3:51]

参加物

6

反応物 2

HCID 2723923Ammonium formateHCID 57933228N-[2-(benzyloxy)-5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}phenyl]methanesulfonamide

生成物 2

HCID 222AmmoniaHCID 57933180N-(5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}-2-hydroxyphenyl)methanesulfonamide

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒

反応条件

温度
70 °C

実験手順

N-[2-(benzyloxy)-5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}phenyl]methanesulfonamide (Preparation 54, 90 mg, 0.10 mmol), ammonium formate (130 mg, 2.0 mmol) and 20% palladium hydroxide on carbon (20 mg) were mixed in ethanol (3 ml) and heated to 70° C. overnight. Reaction mixture was then cooled and filtered. The filtrate was collected and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (98/2/0.2 to 91/9/0.9 by volume) to furnish the title compound as a gum to furnish the title compound as a glass, 82 mg.

後処理

  1. customReaction mixture
  2. temperaturewas then cooled
  3. filtrationfiltered
  4. customThe filtrate was collected
  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-eab389c8f2e04083a89566dad26bf607
出典データセット
uspto-grants-2009_11
特許番号
US07612084B2

反応ノート

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