Diisopropylethylamine → HCID 89964063, Verbindung

HRID 2275497Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2275497
[CH3:1][O:2][C:3]1[CH:7]=[C:6]([C:8]([OH:10])=O)[O:5][N:4]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[NH2:44][C@H:45]([CH2:54][C:55]1[CH:60]=[CH:59][C:58]([C:61]2[CH:66]=[CH:65][CH:64]=[C:63]([Cl:67])[CH:62]=2)=[CH:57][CH:56]=1)[CH2:46][C@:47]([CH2:52][OH:53])([CH3:51])[C:48]([OH:50])=[O:49]>CN(C=O)C>[Cl:67][C:63]1[CH:62]=[C:61]([C:58]2[CH:57]=[CH:56][C:55]([CH2:54][C@@H:45]([NH:44][C:8]([C:6]3[O:5][N:4]=[C:3]([O:2][CH3:1])[CH:7]=3)=[O:10])[CH2:46][C@:47]([CH2:52][OH:53])([CH3:51])[C:48]([OH:50])=[O:49])=[CH:60][CH:59]=2)[CH:66]=[CH:65][CH:64]=1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 3277173-Methoxy-1,2-oxazole-5-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 89964569HCID 89964569, Verbindung

Produkt 1

HCID 89964063HCID 89964063, VerbindungAusbeute 14,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

3-Methoxyisoxazole-5-carboxylic acid (9 mg, 32 μmol) was combined with HATU (12 mg, 32 μmol) and DMF (0.2 mL) and the resulting mixture was stirred for 5 minutes. DIPEA (17 μL, 96 μmol) and (2S,4R)-4-amino-5-(3′-chlorobiphenyl-4-yl)-2-hydroxymethyl-2-methylpentanoic acid (79 mg, 38 μmol) pre-dissolved in DMF were added and the resulting mixture was stirred for 15 minutes then concentrated. The residue was dissolved in AcOH and purified by preparative HPLC to yield the title compound (2.2 mg). MS m/z [M+H]+ calc'd for C24H25ClN2O6, 473.14. found 473.2.

Aufarbeitung

  1. additionwere added
  2. stirringthe resulting mixture was stirred for 15 minutes
  3. concentrationthen concentrated
  4. dissolutionThe residue was dissolved in AcOH
  5. custompurified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-aeb65247eb694c4b87f939ff4e5a6493
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09126956B2

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