Triethylamine → N-(3'-Cyclohexylaminopropyl)-aspartic acid-4-cyclohexyl ester

HRID 894732

Reaktionsgleichung

Reaktionsgleichung von HRID 894732
C(N(CC)CC)C.[CH:8]1([O:14][C:15](=[O:21])/[CH:16]=[CH:17]\[C:18]([OH:20])=[O:19])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[CH:22]1([NH:28][CH2:29][CH2:30][CH2:31][NH2:32])[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>O1CCOCC1>[CH2:11]1[CH2:10][CH2:9][CH:8]([O:14][C:15](=[O:21])[C@H:16]([CH2:17][C:18]([OH:20])=[O:19])[NH:32][CH2:31][CH2:30][CH2:29][NH:28][CH:22]2[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]2)[CH2:13][CH2:12]1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 18718N-Cyclohexyl-1,3-propanediamineHCID 69130071-Cyclohexyl (2Z)-2-butenedioate

Produkt 1

HCID 86737947N-(3'-Cyclohexylaminopropyl)-aspartic acid-4-cyclohexyl esterAusbeute 85,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

400 ml of triethylamine are added dropwise to a solution of 433.8 g (2 mols+10% excess) of maleic acid-monocyclohexyl ester and 200 ml of dioxane, in a manner analogous to that of Example 1, and the mixture is then reacted with 310.5 g (2.0 mols) of 3-cyclohexylamino-1-propylamine for 40 minutes at 70°-90° C. The reaction mixture is further processed as in Example 1 to yield 604 g (85.2% of theory) of a white crystalline aspartic acid derivative, which decomposes at 172°-173° C.

Quellen und Nachweise

ORD-Eintrag
ord-35523bce96ea474c9fe23c2b1fd0159f
Quelldatensatz
uspto-grants-1981_08
Patentnummer
US04284755

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