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Ammonium formate → Ammonia

HRID 1433289
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HRID 1433289 반응식
[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]
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참가 물질

6

반응물 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

생성물 2

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

시약·촉매·용매 2

HCID 9942167
Palladium hydroxide
촉매
HCID 702Ethanol용매

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온도
90 °C

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-9b7478f13ed240a7b1753c46cc285576
출처 데이터셋
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07612084B2

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