Acetic Acid → 5{(1R)-2-[(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-hydroxyethyl}-2-hydroxyphenylformamide acetate

HRID 2118359노트

반응식

HRID 2118359 반응식
C([N:8]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37][CH2:38][CH2:39][C:40]1[CH:45]=[CH:44][CH:43]=[C:42]([S:46]([CH:49]2[CH2:53][CH2:52][CH2:51][CH2:50]2)(=[O:48])=[O:47])[CH:41]=1)[CH2:9][C@@H:10]([C:12]1[CH:13]=[CH:14][C:15]([O:21]CC2C=CC=CC=2)=[C:16]([NH:18][CH:19]=[O:20])[CH:17]=1)[OH:11])C1C=CC=CC=1.[C:54]([OH:57])(=[O:56])[CH3:55]>CCO.[Pd].[OH-].[OH-].[Pd+2]>[C:54]([OH:57])(=[O:56])[CH3:55].[CH:49]1([S:46]([C:42]2[CH:41]=[C:40]([CH2:39][CH2:38][CH2:37][CH2:36][O:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][NH:8][CH2:9][C@@H:10]([C:12]3[CH:13]=[CH:14][C:15]([OH:21])=[C:16]([NH:18][CH:19]=[O:20])[CH:17]=3)[OH:11])[CH:45]=[CH:44][CH:43]=2)(=[O:48])=[O:47])[CH2:53][CH2:52][CH2:51][CH2:50]1

참가 물질

6

반응물 2

HCID 176Acetic AcidHCID 866076805-{(1R)-2-[Benzyl(6-{4-[3-(cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-hydroxyethyl}-2-(benzyloxy)phenylformamide

생성물 1

HCID 866076815{(1R)-2-[(6-{4-[3-(Cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-hydroxyethyl}-2-hydroxyphenylformamide acetate

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 9942167Palladium hydroxide촉매HCID 702Ethanol용매

실험 절차

5-{(1R)-2-[Benzyl(6-{4-[3-(cyclopentylsulfonyl)phenyl]butoxy}hexyl)amino]-1-hydroxyethyl}-2-(benzyloxy)phenylformamide (17 mg) was dissolved in EtOH (10 ml) and glacial acetic acid (1 ml) added. The solution was hydrogenated using 10% palladium on carbon (50% water by weight, 7 mg) and 20% palladium hydroxide on carbon (7 mg) for 20 h. The catalyst was removed by filtration and the filtrate was evaporated in vacuo. The residue was purified on an isolute aminopropyl cartridge (2 g), eluting with MeOH-DCM mixtures. Evaporation of the appropriate fractions with AcOH gave the title compound, (5 mg) LCMS RT=2.53 min, ES+ve 561 (MH)+

후처리

  1. customfor 20 h
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated in vacuo
  4. customThe residue was purified on an isolute aminopropyl cartridge (2 g)
  5. washeluting with MeOH-DCM mixtures
  6. customEvaporation of the appropriate fractions with AcOH

출처 및 근거

ORD 기록
ord-b06b66cad84944fe97bb40d75f2209cd
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07442839B2

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