3-Aminobenzenesulfonic acid → HCID 45275583, Verbindung

HRID 330853Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 330853
[NH:1](C(OC(C)(C)C)=O)[C@H:2]([C:8]([O:10]C(C)(C)C)=[O:9])[CH2:3][CH2:4][C:5](=[O:7])O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C1C=NC2N(O)N=NC=2C=1.[S:56]([C:60]1[CH:61]=[C:62]([CH:64]=[CH:65][CH:66]=1)[NH2:63])([OH:59])(=[O:58])=[O:57]>CN(C=O)C.C(N(CC)CC)C>[S:56]([C:60]1[CH:61]=[C:62]([NH:63][C:5](=[O:7])[CH2:4][CH2:3][C@@H:2]([C:8]([OH:10])=[O:9])[NH2:1])[CH:64]=[CH:65][CH:66]=1)([OH:59])(=[O:58])=[O:57]

Komponenten

7

Edukt 4

HCID 84743-Aminobenzenesulfonic acidHCID 181649HOAtHCID 6993444(4S)-5-(tert-butoxy)-4-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 1

HCID 45275583HCID 45275583, VerbindungAusbeute 41 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

Boc-Glu-OtBu (75 mg, 0.247 mmol), HATU (112 mg, 0.296 mmol) and HOAt (41 mg, 0.296 mmol) were dissolved in 1 ml of DMF, and triethylamine (52 μl) was added to the solution, followed by stirring at room temperature for 10 minutes. 3-Sulfoaniline (43 mg, 0.247 mmol) was added thereto and stirred at room temperature overnight. After the solvent was removed by distillation, the mixture was purified according to the purification step A. The resulting intermediate was dissolved in 2 ml of trifluoroacetic acid. After stirring for 3 hours at room temperature, the solvent was removed by distillation. The product was purified according to the purification step A to give the title compound.

Aufarbeitung

  1. stirringstirred at room temperature overnight
  2. customAfter the solvent was removed by distillation
  3. customthe mixture was purified
  4. customaccording to the purification step A
  5. dissolutionThe resulting intermediate was dissolved in 2 ml of trifluoroacetic acid
  6. stirringAfter stirring for 3 hours at room temperature
  7. customthe solvent was removed by distillation
  8. customThe product was purified
  9. customaccording to the purification step A

Quellen und Nachweise

ORD-Eintrag
ord-9c63da7f5265479a84a4856069bbeb81
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877739B2

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