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Ammonium formate → Ammonia

HRID 1433289
ノート
印刷プレビュー

反応式

HRID 1433289 の反応式
[C:1]([O:5][C:6](=[O:52])[NH:7][CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([O:28]CC3C=CC=CC=3)=[C:24]([C@@H:36]([C:46]3[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=3)[CH2:37][CH2:38][N:39]([CH:43]([CH3:45])[CH3:44])[CH:40]([CH3:42])[CH3:41])[CH:23]=2)=[CH:12][CH:11]=1)([CH3:4])([CH3:3])[CH3:2].C([O-])=O.[NH4+]>C(O)C.[OH-].[Pd+2].[OH-]>[NH3:7].[C:1]([O:5][C:6](=[O:52])[NH:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]2[CH:27]=[CH:26][C:25]([OH:28])=[C:24]([C@@H:36]([C:46]3[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=3)[CH2:37][CH2:38][N:39]([CH:43]([CH3:44])[CH3:45])[CH:40]([CH3:42])[CH3:41])[CH:23]=2)=[CH:14][CH:15]=1)([CH3:3])([CH3:2])[CH3:4]
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

6

反応物 2

HCID 2723923Ammonium formateHCID 57933225tert-butyl[2-(4-{[(4E)-5-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}pent-4-en-1-yl]oxy}phenyl)ethyl]carbamate

生成物 2

HCID 222AmmoniaHCID 57933162tert-butyl(2-{4-[(5-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}pentyl)oxy]phenyl}ethyl)carbamate

試薬・触媒・溶媒 2

HCID 9942167
Palladium hydroxide
触媒
HCID 702Ethanol溶媒

反応条件

温度
90 °C

実験手順

Tert-butyl[2-(4-{[(4E)-5-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}pent-4-en-1-yl]oxy}phenyl)ethyl]carbamate (Preparation 57, 2.5 g, 3.5 mmol) was dissolved in ethanol (50 ml) and palladium hydroxide (20% by weight on carbon, 600 mg, 0.84 mmol) and ammonium formate (2.0 g, 30 mmol) were added and stirred at 90° C. for 1 hour. Reaction was cooled and filtered through arbocel and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (95/5/0.5 to 90/10/1 by volume) to furnish the title compound as a white foam, 1.66 g

後処理

  1. customReaction
  2. temperaturewas cooled
  3. filtrationfiltered through arbocel
  4. customthe solvent removed in vacuo
  5. customThe residue was purified by column chromatography on silica gel eluting with dichloromethane

出典と根拠

ORDレコード
ord-9b7478f13ed240a7b1753c46cc285576
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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