Dicyclohexylcarbodiimide → 2,2-Dimethyl-5-oxo-3-(4-hydroxy-2-oxo-1-pyrrolidineacetyl)-1-imidazolidineacetamide

HRID 256366Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 256366
[OH:1][CH:2]1[CH2:6][N:5]([CH2:7][C:8]([OH:10])=O)[C:4](=[O:11])[CH2:3]1.[CH3:12][C:13]1([CH3:23])[NH:17][CH2:16][C:15](=[O:18])[N:14]1[CH2:19][C:20]([NH2:22])=[O:21].C1CCC(N=C=NC2CCCCC2)CC1>CN(C)C=O>[CH3:12][C:13]1([CH3:23])[N:17]([C:8](=[O:10])[CH2:7][N:5]2[CH2:6][CH:2]([OH:1])[CH2:3][C:4]2=[O:11])[CH2:16][C:15](=[O:18])[N:14]1[CH2:19][C:20]([NH2:22])=[O:21]

Komponenten

5

Edukt 3

HCID 10868DicyclohexylcarbodiimideHCID 111265411-Pyrrolidineacetic acid, 4-hydroxy-2-oxo-, (+-)-HCID 201554662,2-Dimethyl-5-oxo-1-imidazolidineacetamide

Produkt 1

HCID 201637362,2-Dimethyl-5-oxo-3-(4-hydroxy-2-oxo-1-pyrrolidineacetyl)-1-imidazolidineacetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a stirred solution of 4-hydroxy-2-oxo-1-pyrrolidine acetic acid (3.18 g) and 2,2-dimethyl-5-oxo-1-imidazolidineacetamide (3.5 g) in 100 ml of dimethylformamide at room temperature, 4.12 g of DCC were added at once. After 5 hours the solvent was evaporated under vacuum and the residue was suspended in 50 ml of stirred water. After 10 minutes the solid was filtered off and the water evaporated under reduced pressure. The residue was triturated with isopropanol and collected, affording the title product as a white powder m.p. 248°-250° C. (decomp).

Aufarbeitung

  1. customAfter 5 hours the solvent was evaporated under vacuum
  2. filtrationAfter 10 minutes the solid was filtered off
  3. customthe water evaporated under reduced pressure
  4. customThe residue was triturated with isopropanol
  5. customcollected

Quellen und Nachweise

ORD-Eintrag
ord-b5c5db79365543d2a04389841ef4802c
Quelldatensatz
uspto-grants-1987_10
Patentnummer
US04703054

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