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

HRID 265268

Reaktionsgleichung

Reaktionsgleichung von HRID 265268
[NH2:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5].O.C(=O)(O)[O-].[C:15](O)(=[O:26])[C:16]1[CH:25]=[CH:24][C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]=1.Cl>COCCOC>[N:17]1[C:18]2[C:23](=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:24]=[CH:25][C:16]=1[C:15]([NH:1][C@H:2]([C:7](=[O:9])[NH2:8])[CH2:3][C:4]([OH:6])=[O:5])=[O:26]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 962WaterHCID 7124Quinaldic AcidHCID 7015702Isoasparagine

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 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 dimethyfformamide. 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. additionthe suspension was solubilized by the addition of 10 mL of dimethyfformamide
  3. filtrationthe product was filtered
  4. washwashed with water
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ce810b99662841ceb2a3a0a35cbead99
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648364

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