Water → HCID 25151661, Verbindung

HRID 85235

Reaktionsgleichung

Reaktionsgleichung von HRID 85235
N[CH:2]([OH:4])[CH3:3].Br[CH2:6][C:7]1[C:8](=[O:36])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:23][C@H:22]([CH2:24][NH:25][C:26]([C:28]4[S:29][C:30]([Cl:33])=[CH:31][CH:32]=4)=[O:27])[O:21][C:20]3=[O:34])=[CH:15][C:14]=2[CH3:35])[CH:10]=[CH:11][CH:12]=1.O.C[N:39](C=O)C>>[Cl:33][C:30]1[S:29][C:28]([C:26]([NH:25][CH2:24][C@@H:22]2[O:21][C:20](=[O:34])[N:19]([C:16]3[CH:17]=[CH:18][C:13]([N:9]4[CH:10]=[CH:11][CH:12]=[C:7]([CH2:6][NH:39][CH2:3][CH2:2][OH:4])[C:8]4=[O:36])=[C:14]([CH3:35])[CH:15]=3)[CH2:23]2)=[O:27])=[CH:32][CH:31]=1

Komponenten

5

Edukt 4

HCID 962WaterHCID 6228DimethylformamideHCID 522583Acetaldehyde ammoniaHCID 59410175HCID 59410175, Verbindung

Produkt 1

HCID 25151661HCID 25151661, Verbindung

Versuchsvorschrift

At −10° C., 38 mg (0.63 mmol) of aminoethanol are added to a solution of 56 mg (0.11 mmol) of the compound from Example 11A in 1 ml of DMF. After 30 min at −10° C., the mixture is added to water and then extracted three times with ethyl acetate. The organic phases are combined and then freed from the solvent under reduced pressure. The product is purified by preparative HPLC using an acetonitrile/water mixture. This gives 14.5 mg (26% of theory) of the desired product.

Aufarbeitung

  1. extractionextracted three times with ethyl acetate
  2. customThe product is purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-e5c41719a1074ce286fce892844580d6
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846934B2

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