Acetic Acid → Ethyl 3-amino-3-(3-{[(3-{[(propylamino)carbonyl]amino}phenyl)sulfonyl]amino}phenyl)propanoate

HRID 968472노트

반응식

HRID 968472 반응식
C(O)(=O)C.C([SnH](CCCC)CCCC)CCC.C(OC([NH:24][CH:25]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([NH:38][S:39]([C:42]2[CH:47]=[CH:46][CH:45]=[C:44]([NH:48][C:49]([NH:51][CH2:52][CH2:53][CH3:54])=[O:50])[CH:43]=2)(=[O:41])=[O:40])[CH:33]=1)[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28])=O)C=C.C(=O)(O)[O-].[Na+]>ClCCl.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[NH2:24][CH:25]([C:32]1[CH:37]=[CH:36][CH:35]=[C:34]([NH:38][S:39]([C:42]2[CH:47]=[CH:46][CH:45]=[C:44]([NH:48][C:49]([NH:51][CH2:52][CH2:53][CH3:54])=[O:50])[CH:43]=2)(=[O:41])=[O:40])[CH:33]=1)[CH2:26][C:27]([O:29][CH2:30][CH3:31])=[O:28]

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 5948TributylstannaneHCID 516892Sodium BicarbonateHCID 59015659Ethyl 3-{[(allyloxy)carbonyl]amino}-3-(3-{[(3-{[(propylamino)carbonyl]amino}phenyl)sulfonyl]amino}phenyl)propanoate

생성물 1

HCID 59015682Ethyl 3-amino-3-(3-{[(3-{[(propylamino)carbonyl]amino}phenyl)sulfonyl]amino}phenyl)propanoate수율 28.5%

시약·촉매·용매 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium촉매HCID 6344Dichloromethane용매

실험 절차

2.57 ml of acetic acid, 5.32 ml of tributyltin hydride and 177 mg of bis(triphenyl phosphine) palladium(II) chloride were added to a solution of 9.58 g of ethyl 3-{[(allyloxy)-carbonyl]-amino}-3-{{3-{[(3-{[(propylamino)-carbonyl]-amino}-phenyl)-sulphonyl]-amino}-phenyl}}-propanoate from Example II.2.g in 245 ml of dichloromethane, and the resultant mixture was stirred at room temperature for 22 h. An aqueous solution of sodium bicarbonate was added, and the mixture was extracted with dichloromethane. After drying the organic phase over magnesium sulphate, the solvent was removed, and the crude product was purified by chromatography on silica gel (dichloromethane/methanol=10:1) to give 2.30 g of the desired compound.

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. dry with materialAfter drying the organic phase over magnesium sulphate
  3. customthe solvent was removed
  4. customthe crude product was purified by chromatography on silica gel (dichloromethane/methanol=10:1)

출처 및 근거

ORD 기록
ord-6f605b57a630433d97bf017a3fda7dc6
출처 데이터셋
uspto-grants-2007_12
특허 번호
US07304037B2

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