N-Cyclohexyl-1,3-propanediamine → N-(3'-Cyclohexylaminopropyl)-aspartic acid-4-isopropyl ester

HRID 894731

Reaktionsgleichung

Reaktionsgleichung von HRID 894731
[CH:1]([O:4][C:5](=[O:11])/[CH:6]=[CH:7]\[C:8]([OH:10])=[O:9])([CH3:3])[CH3:2].[CH:12]1([NH:18][CH2:19][CH2:20][CH2:21][NH2:22])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1>C(N(CC)CC)C>[CH:1]([O:4][C:5](=[O:11])[CH2:6][C@@H:7]([C:8]([OH:10])=[O:9])[NH:22][CH2:21][CH2:20][CH2:19][NH:18][CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 18718N-Cyclohexyl-1,3-propanediamineHCID 6436106Monoisopropyl maleate

Produkt 1

HCID 22817117N-(3'-Cyclohexylaminopropyl)-aspartic acid-4-isopropyl esterAusbeute 82,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

In a manner analogous to that of Example 1, 400 ml of triethylamine are added to 350.2 g (2.0 mols+10% excess) of maleic acid-monoisopropyl ester, and the mixture is subsequently reacted with 311.3 g (2.0 mols) of 3-cyclohexylamino-1-propylamine at 59°-85° C. for 35 minutes. The reaction mixture is further processed in the manner described in Example 1 to yield 515 g (82.2% of theory) of the desired aspartic acid derivative, which decomposes at 151°-152° C.

Quellen und Nachweise

ORD-Eintrag
ord-cd2d0730f3d64e0d8062d58cab844f18
Quelldatensatz
uspto-grants-1981_08
Patentnummer
US04284755

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