L-Aspartic Acid → N-(3'-Dimethylaminopropyl)-aspartic acid-4-ethyl ester

HRID 2286012

Reaktionsgleichung

Reaktionsgleichung von HRID 2286012
[CH2:1]([O:3][C:4](=[O:10])/[CH:5]=[CH:6]\[C:7]([OH:9])=[O:8])[CH3:2].[CH3:11][N:12]([CH3:17])[CH2:13][CH2:14][CH2:15][NH2:16].N[C@H](C(O)=O)CC(O)=O>C(N(CC)CC)C>[CH2:1]([O:3][C:4](=[O:10])[CH2:5][C@@H:6]([C:7]([OH:9])=[O:8])[NH:16][CH2:15][CH2:14][CH2:13][N:12]([CH3:17])[CH3:11])[CH3:2]

Komponenten

5

Edukt 3

HCID 5960L-Aspartic AcidHCID 7993N,N-Dimethyl-1,3-propanediamineHCID 5354457Monoethyl maleate

Produkt 1

HCID 54329311N-(3'-Dimethylaminopropyl)-aspartic acid-4-ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

In a manner analogous to that of Example 1, 360.3 g (2.5 mols) of maleic acid monoethyl ester are placed into the glass flask and, with cooling, 500 ml of triethylamine are added dropwise. 306.5 g (2.5 mols+20% excess) of 3-dimethylaminopropylamine are subsequently added, and the reaction mixture is reacted at 64°-90° C. for 50 minutes. The crude product is processed according to Example 1, and the yield is 568.2 g (92.3% of theory) of a white crystalline aspartic acid derivative having a melting point of 168°-169° C.

Aufarbeitung

  1. temperaturewith cooling
  2. customthe reaction mixture is reacted at 64°-90° C. for 50 minutes

Quellen und Nachweise

ORD-Eintrag
ord-5eb146f85ad24297b462292036aea1ed
Quelldatensatz
uspto-grants-1982_04
Patentnummer
US04326069

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