Hydrochloric Acid → N-(2quinolinylcarbonyl)-L-isoasparagine

HRID 1292241

Reaktionsgleichung

Reaktionsgleichung von HRID 1292241
[NH2:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5].C(=O)(O)[O-].[C:14](O)(=[O:25])[C:15]1[CH:24]=[CH:23][C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]=1.Cl>O.COCCOC.CN(C)C=O>[N:16]1[C:17]2[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:23]=[CH:24][C:15]=1[C:14]([NH:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5])=[O:25]

Komponenten

8

Edukt 4

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 7124Quinaldic AcidHCID 7015702Isoasparagine

Produkt 1

HCID 59936550N-(2quinolinylcarbonyl)-L-isoasparagineAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

To a solution of 0.50 g (3.78 mmol) of L-isoasparagine in 5.0 mL H2O containing~45 mg (1.5 eq) of solid bicarbonate. To this was added a suspension of 1.02 g (3.78 mmol) quinaldic acid, N-hydroxysuccinamide ester in ethylene glycol dimethylether, and the suspension was solubilized by the addition of 10 mL of dimethylformamide. After 3 hours the solution was acidified by the addition of 5% HCl (aqueous) and the product was filtered and washed with water, dried under vacuum to yield 750 mg (70% yield) of N-(2-quinolinylcarbonyl)-L-isoasparagine.

Aufarbeitung

  1. additionTo this was added
  2. filtrationthe product was filtered
  3. washwashed with water
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-858612df8a62496fa34f038298d50c68
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05756534

Verknüpfte Notizen

Wird geladen…