Ammonium formate → N-{5-[(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-hydroxyphenyl}formamide

HRID 1433280노트

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HRID 1433280 반응식
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([O:59][Si:60]([C:63]([CH3:66])([CH3:65])[CH3:64])([CH3:62])[CH3:61])[CH2:16][NH:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][C:32]([O:35]CC4C=CC=CC=4)=[C:31]([C@@H:43]([C:53]4[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=4)[CH2:44][CH2:45][N:46]([CH:50]([CH3:52])[CH3:51])[CH:47]([CH3:49])[CH3:48])[CH:30]=3)=[CH:22][CH:21]=2)=[CH:11][C:10]=1[NH:67][CH:68]=[O:69])C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[OH-].[OH-].[Pd+2]>[Si:60]([O:59][C@H:15]([C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([NH:67][CH:68]=[O:69])[CH:11]=1)[CH2:16][NH:17][CH2:18][CH2:19][C:20]1[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][C:29]2[CH:34]=[CH:33][C:32]([OH:35])=[C:31]([C@@H:43]([C:53]3[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=3)[CH2:44][CH2:45][N:46]([CH:47]([CH3:49])[CH3:48])[CH:50]([CH3:52])[CH3:51])[CH:30]=2)=[CH:22][CH:21]=1)([C:63]([CH3:66])([CH3:64])[CH3:65])([CH3:62])[CH3:61]

참가 물질

5

반응물 2

HCID 2723923Ammonium formateHCID 57933175N-{2-(benzyloxy)-5-[(1R)-2-({2-[4-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}amino)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]phenyl}formamide

생성물 1

HCID 57933190N-{5-[(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-hydroxyphenyl}formamide

시약·촉매·용매 2

HCID 9942167Palladium hydroxide촉매HCID 887Methanol용매

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온도
90 °C

실험 절차

N-{2-(benzyloxy)-5-[(1R)-2-({2-[4-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}amino)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]phenyl}formamide (Preparation 45, 174 mg, 0.18 mmol) was dissolved in methanol (20 ml) and ammonium formate (230 mg, 3.7 mmol) and 20% palladium hydroxide on carbon (26 mg) added. The stirred reaction was then heated at 90° C. for 2 hours. After cooling to room temperature, the mixture was filtered and solvent removed in vacuo. The residue was then taken up in ethyl acetate (50 ml) and saturated aqueous sodium hydrogen carbonate (50 ml). The organics were separated, washed with brine then dried (magnesium sulphate) and the solvent removed in vacuo to yield the title compound as a yellow glass, 180 mg.

후처리

  1. customThe stirred reaction
  2. temperatureAfter cooling to room temperature
  3. filtrationthe mixture was filtered
  4. customsolvent removed in vacuo
  5. customThe organics were separated
  6. washwashed with brine
  7. dry with materialthen dried (magnesium sulphate)
  8. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-2a4c6a4b364d48fb8fb723581a84f633
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07612084B2

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