Diethylene Glycol Monomethyl Ether → HCID 178496257, Verbindung

HRID 523393Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 523393
[C:1]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:6]=[CH:5][C:4]([CH2:7][C@@H:8]([NH:17][C:18]([C:20]2[NH:21][N:22]=[N:23][CH:24]=2)=[O:19])[CH2:9][C@:10]([CH2:15][OH:16])([CH3:14])[C:11]([OH:13])=[O:12])=[CH:3][CH:2]=1.[CH3:31][O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37]O>Cl.O1CCOCC1>[CH3:31][O:32][CH2:33][CH2:34][O:35][CH2:36][CH2:37][O:12][C:11](=[O:13])[C@@:10]([CH2:15][OH:16])([CH3:14])[CH2:9][C@H:8]([NH:17][C:18]([C:20]1[NH:21][N:22]=[N:23][CH:24]=1)=[O:19])[CH2:7][C:4]1[CH:5]=[CH:6][C:1]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[CH:2][CH:3]=1

Komponenten

5

Edukt 2

HCID 8134Diethylene Glycol Monomethyl EtherHCID 178459153HCID 178459153, Verbindung

Produkt 1

HCID 178496257HCID 178496257, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

(2S,4R)-5-Biphenyl-4-yl-2-hydroxymethyl-2-methyl-4-[(3H-[1,2,3]triazole-4-carbonyl)-amino]-pentanoic acid (100 mg, 245 μmol, 1.0 eq) was dissolved in 4 M of HCl in dioxane (0.6 mL) and 2-(2-methoxyethoxy)-ethanol (3 mL). The resulting mixture was stirred overnight at 65° C. The solvent was evaporated and AcOH was added. The product was then purified by preparative HPLC to yield the title compound (70 mg, 95% purity). MS m/z [M+H]+ calc'd for C27H34N4O6, 511.25. found 511.4.

Aufarbeitung

  1. customThe solvent was evaporated
  2. additionAcOH was added
  3. customThe product was then purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-96c5af7f3724456da8b3ce61a791311b
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09334245B2

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