Hydrochloric Acid → Pivaloyloxymethyl 1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

HRID 52903Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 52903
[C:1]([O:7][CH2:8][O:9][C:10]([C:12]1[N:16]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]([O:32]C(C)(C)C)=[O:31])=[CH:20][CH:19]=2)[C:15]([CH2:37][CH2:38][CH3:39])=[N:14][C:13]=1[C:40]([OH:43])([CH3:42])[CH3:41])=[O:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].Cl>O1CCOCC1>[C:30]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:21]1[CH:20]=[CH:19][C:18]([CH2:17][N:16]2[C:12]([C:10]([O:9][CH2:8][O:7][C:1](=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3])=[O:11])=[C:13]([C:40]([OH:43])([CH3:42])[CH3:41])[N:14]=[C:15]2[CH2:37][CH2:38][CH3:39])=[CH:23][CH:22]=1)([OH:32])=[O:31]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 10579348Pivaloyloxymethyl 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate

Produkt 1

HCID 10816196Pivaloyloxymethyl 1-[(2'-carboxybiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylateAusbeute 109,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 6.6 g of pivaloyloxymethyl-1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxy-1-methylethyl)-2-propylimidazole-5-carboxylate [prepared as described in step (c) above] and 57 ml of a 4N solution of hydrogen chloride in dioxane was stirred at room temperature for 4 hours. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was triturated with ethyl acetate to crystallize it, giving 6.52 g of the title compound as the hydrochloride, melting at 170°-173° C.

Aufarbeitung

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. customthe residue was triturated with ethyl acetate
  3. customto crystallize it

Quellen und Nachweise

ORD-Eintrag
ord-7e5960c71bd44e2c89c5df1e2f41dd26
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05616599

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