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

HRID 1886884노트

반응식

HRID 1886884 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-aae22cc1f22a41b98b7d4e64b67675b6
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501706B2

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