L-Phenylalanine → N-[N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanyl]-L-phenylalanine

HRID 1903542Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1903542
[C:1]([O:18][CH:19]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH2:20][C:21]([NH:23][CH2:24][CH2:25][C:26]([OH:28])=O)=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[NH2:44][C@H:45]([C:53]([OH:55])=[O:54])[CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1>>[C:1]([O:18][CH:19]([CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH3:43])[CH2:20][C:21]([NH:23][CH2:24][CH2:25][C:26]([NH:44][C@H:45]([C:53]([OH:55])=[O:54])[CH2:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:28])=[O:22])(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Komponenten

3

Edukt 2

HCID 6140L-PhenylalanineHCID 20216758N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanine

Produkt 1

HCID 54529173N-[N-(3-hexadecanoyloxyoctadecanoyl)-beta-alanyl]-L-phenylalanineAusbeute 86,9 %

Versuchsvorschrift

Starting from N-(3-hexadecanoyloxyoctadecanoyl)-β-alanine (1.52 g) prepared by the method of Example 31 and L-phenylalanine (1.65 g), N-[N-(3-hexadecanoyloxyoctadecanoyl)-β-alanyl]-L-phenylalanine (1.64 g) was obtained as crystals according to a similar manner to that of Example 29.

Quellen und Nachweise

ORD-Eintrag
ord-6cd07c81eaf4472487043d77f97cd476
Quelldatensatz
uspto-grants-1984_03
Patentnummer
US04436726

Notizen zur Reaktion

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