Ammonium formate → 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]benzene-1,3-diol

HRID 1433278ノート

反応式

HRID 1433278 の反応式
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][NH:26][CH2:27][C@@H:28]([C:37]3[CH:42]=[C:41]([O:43]CC4C=CC=CC=4)[CH:40]=[C:39]([O:51]CC4C=CC=CC=4)[CH:38]=3)[O:29][Si:30]([C:33]([CH3:36])([CH3:35])[CH3:34])([CH3:32])[CH3:31])=[CH:20][CH:19]=2)=[CH:11][C:10]=1[C@@H:59]([C:69]1[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=1)[CH2:60][CH2:61][N:62]([CH:66]([CH3:68])[CH3:67])[CH:63]([CH3:65])[CH3:64])C1C=CC=CC=1.C([O-])=O.[NH4+]>CO.[OH-].[OH-].[Pd+2]>[Si:30]([O:29][C@H:28]([C:37]1[CH:42]=[C:41]([OH:43])[CH:40]=[C:39]([OH:51])[CH:38]=1)[CH2:27][NH:26][CH2:25][CH2:24][C:21]1[CH:22]=[CH:23][C:18]([O:17][CH2:16][CH2:15][C:12]2[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([C@@H:59]([C:69]3[CH:74]=[CH:73][CH:72]=[CH:71][CH:70]=3)[CH2:60][CH2:61][N:62]([CH:63]([CH3:65])[CH3:64])[CH:66]([CH3:68])[CH3:67])[CH:11]=2)=[CH:19][CH:20]=1)([C:33]([CH3:36])([CH3:34])[CH3:35])([CH3:32])[CH3:31]

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 57933155(3R)-3-[2-(benzyloxy)-5-{2-[4-(2-{[(2R)-2-[3,5-bis(benzyloxy)phenyl]-2-{[tert-butyl(dimethyl)silyl]oxy}ethyl]amino}ethyl)phenoxy]ethyl}phenyl]-N,N-diisopropyl-3-phenylpropan-1-amine

生成物 1

HCID 579331935-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)ethyl]benzene-1,3-diol

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 887Methanol溶媒

反応条件

温度
90 °C

実験手順

(3R)-3-[2-(benzyloxy)-5-{2-[4-(2-{[(2R)-2-[3,5-bis(benzyloxy)phenyl]-2-{[tert-butyl(dimethyl)silyl]oxy}ethyl]amino}ethyl)phenoxy]ethyl}phenyl]-N,N-diisopropyl-3-phenylpropan-1-amine (Preparation 43, 346 mg, 0.30 mmol) was dissolved in methanol (30 ml) and ammonium formate (380 mg, 6.1 mmol) and 20% palladium hydroxide on carbon (43 mg) added. The stirred reaction was then heated at 90° C. for 2 hours. After cooling to room temperature, 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, 174 mg.

後処理

  1. customThe stirred reaction
  2. temperatureAfter cooling to room temperature
  3. filtrationmixture 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

出典と根拠

ORDレコード
ord-8e210af1f8f54eaa8dbbbaf899703d8a
出典データセット
uspto-grants-2009_11
特許番号
US07612084B2

反応ノート

読み込み中…