Sodium Hydroxide → 2-[5-({[(Tert-butoxy)carbonyl]amino}methyl)thiophen-2-yl]aceticacid

HRID 224903

Reaktionsgleichung

Reaktionsgleichung von HRID 224903
[OH-].[Na+].C(N[CH2:7][C:8]1[S:12][C:11]([CH2:13][C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1)(=O)C.[C:17]([O:21][C:22]([N:24]=[N+]=[N-])=[O:23])([CH3:20])([CH3:19])[CH3:18]>O1CCOCC1>[C:17]([O:21][C:22]([NH:24][CH2:7][C:8]1[S:12][C:11]([CH2:13][C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1)=[O:23])([CH3:20])([CH3:19])[CH3:18]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 61256Carbonazidic acid, 1,1-dimethylethyl esterHCID 233303672-[5-(Acetamidomethyl)thiophen-2-yl]acetic acid

Produkt 1

HCID 202932812-[5-({[(Tert-butoxy)carbonyl]amino}methyl)thiophen-2-yl]aceticacid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

0.3 ml of a 2 N aqueous sodium hydroxide solution is added to a solution of 0.6 g of 2-(5-acetylaminomethyl-2-thienyl)-acetic acid in 5 ml of dioxane. The mixture is stirred for 12 hours at 55°-60° C. and cooled to 25° C., 0.2 ml of tert.-butoxycarbonyl azide is added, the mixture is stirred for 16 hours at room temperature and 2-(5-tert.-butoxycarbonylaminomethyl-2-thienyl)-acetic acid is isolated in accordance with the process described above.

Aufarbeitung

  1. stirringthe mixture is stirred for 16 hours at room temperature

Quellen und Nachweise

ORD-Eintrag
ord-e16cd6a4384745fe8755233708ca10f0
Quelldatensatz
uspto-grants-1980_11
Patentnummer
US04234578

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