Decanoic Acid → N-alpha-decyl-L-phenylalanine 2-aminopyridine

HRID 382509

Reaktionsgleichung

Reaktionsgleichung von HRID 382509
CC(O[C:6]([NH:8][C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=O)(C)C.[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1.[C:27](O)(=O)[CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35]C.C1CCC(N=C=NC2CCCCC2)CC1>>[CH2:6]([NH:8][C@H:9]([C:17]([OH:19])=[O:18])[CH2:10][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH3:35].[NH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=1

Komponenten

4

Edukt 3

HCID 2969Decanoic AcidHCID 10868DicyclohexylcarbodiimideHCID 131722899N-alpha-t-BOC-L-phenylalanine 2-aminopyridine

Produkt 1

HCID 69929295N-alpha-decyl-L-phenylalanine 2-aminopyridine

Versuchsvorschrift

The acylated phenylalanine anilide imprint molecule was synthesized in three steps. (1) N-α-t-BOC-L-phenylalanine was coupled with 2-aminopyridine using DCC to give N-α-t-BOC-L-phenylalanine-2-aminopyridine. (2) The a-amine was then deprotected with TFA to give N-α-L-phenylalanine-2-aminopyridine.(3) To create a compound having the properties of a surfactant, the free amine was then acylated with decanoic acid using DCC to give N-α-decyl-L-phenylalanine-2-aminopyridine.

Quellen und Nachweise

ORD-Eintrag
ord-ee57bf999f3e4d2487322e3138874daf
Quelldatensatz
uspto-grants-2001_10
Patentnummer
US06310110B1

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