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

HRID 968472ノート

反応式

HRID 968472 の反応式
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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6f605b57a630433d97bf017a3fda7dc6
出典データセット
uspto-grants-2007_12
特許番号
US07304037B2

反応ノート

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