Benzyl 5-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxypentylcarbamate → 1-Amino-5-(bis(4-methoxyphenyl)(phenyl)methoxy)pentan-3-ol

HRID 888741ノート

反応式

HRID 888741 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:34]2[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[O:10][CH2:11][CH2:12][CH:13]([OH:27])[CH2:14][CH2:15][NH:16]C(=O)OCC2C=CC=CC=2)=[CH:5][CH:4]=1>CO.[Pd]>[NH2:16][CH2:15][CH2:14][CH:13]([OH:27])[CH2:12][CH2:11][O:10][C:9]([C:34]1[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=1)([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

参加物

4

反応物 1

HCID 68749958Benzyl 5-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxypentylcarbamate

生成物 1

HCID 687454741-Amino-5-(bis(4-methoxyphenyl)(phenyl)methoxy)pentan-3-ol

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Benzyl 5-(bis(4-methoxyphenyl)(phenyl)methoxy)-3-hydroxypentylcarbamate (15.4 g, 27.7 mmoles) is dissolved in methanol (250 mL) and the solution is poured into a hydrogenation flask. 10% Palladium on carbon (1.5 g, 50% water by weight) is added, and the flask is sealed. The atmosphere in the flask is evacuated using a diaphragm pump, and replaced with dry argon to 10 psi. This cycle of evacuation/argon purging is repeated four more times. The flask is then evacuated once more and filled with hydrogen to 30 psi. The suspension is stirred briskly at ambient temperature for 16 hours. Hydrogen is replaced to 30 psi as necessary during the first four hours of reaction. The flask is then evacuated to remove hydrogen, and refilled with argon to atmospheric pressure. The catalyst is removed by filtration using a 0.45 μm nylon membrane, and washed with methanol (100 mL). The combined methanol filtrates are evaporated to dryness to give a white glassy foam, which is further dried in vacuo. The yield is 11.4 g (98%).

後処理

  1. additionthe solution is poured into a hydrogenation flask
  2. customthe flask is sealed
  3. customThe atmosphere in the flask is evacuated
  4. customThe flask is then evacuated once more
  5. additionfilled with hydrogen to 30 psi
  6. customnecessary during the first four hours of reaction
  7. customThe flask is then evacuated
  8. customto remove hydrogen
  9. additionrefilled with argon to atmospheric pressure
  10. customThe catalyst is removed by filtration
  11. washwashed with methanol (100 mL)
  12. customThe combined methanol filtrates are evaporated to dryness
  13. customto give a white glassy foam, which
  14. customis further dried in vacuo

出典と根拠

ORDレコード
ord-1c2683f8d0ca404bb9261d649985fe80
出典データセット
uspto-grants-2012_08
特許番号
US08252755B2

反応ノート

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