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Diisopropylethylamine → HCID 58360481, Verbindung

HRID 1023012
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1023012
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C@@H:9]([NH:24][C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[C:10]([NH:12][C@@H:13]([CH:21]([CH3:23])[CH3:22])[CH2:14][O:15][CH2:16][CH2:17][C:18](O)=[O:19])=[O:11])=[CH:4][CH:3]=1.C1C=NC2N(O)N=NC=2C=1.C(N(CC)C(C)C)(C)C.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C.C(Cl)Cl>[C:28]([O:27][C:25](=[O:26])[NH:24][C@@H:9]1[CH2:8][C:5]2=[CH:4][CH:3]=[C:2]([CH:7]=[CH:6]2)[NH:1][C:18](=[O:19])[CH2:17][CH2:16][O:15][CH2:14][C@H:13]([CH:21]([CH3:23])[CH3:22])[NH:12][C:10]1=[O:11])([CH3:29])([CH3:31])[CH3:30]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 58360480HCID 58360480, Verbindung

Produkt 1

HCID 58360481HCID 58360481, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The 3-{(S)-2-[(R)-3-(4-aminophenyl)-2-tert-butoxycarbonylaminopropionylamino]-3-methylbutoxy}propionic acid (˜225 mg) obtained as crude product in 7-1 D was dissolved in 225 ml of DMF. 70.0 mg (0.51 mmol) of HOAt, 0.26 ml (1.5 mmol) of N,N-diisopropylethylamine and 195.4 mg (0.51 mmol) of HATU were successively added to this solution, and the mixture was stirred at room temp. for 1 h. The reaction mixture was concentrated in vacuo. The residue obtained in this way was taken up in CH2Cl2, washed with sat. NaHCO3 solution, dried over MgSO4 and freed of solvent in vacuo. The ring-closed compound obtained in this way was employed crude in the next stage. Yield: 215.0 mg.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue obtained in this way
  3. washwashed with sat. NaHCO3 solution
  4. dry with materialdried over MgSO4
  5. customThe ring-closed compound obtained in this way

Quellen und Nachweise

ORD-Eintrag
ord-2e50ca8ce120423c855d7a69d6e13555
Quelldatensatz
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08722655B2

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