3-Aminopyridine → (2S)-2-[isobutyl(p-tolylsulfonyl)amino]-6-[[2-(3-pyridylamino)acetyl]amino]hexanoic acid

HRID 396914

Reaktionsgleichung

Reaktionsgleichung von HRID 396914
[CH2:1]([N:5]([S:19]([C:22]1[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=1)(=[O:21])=[O:20])[C@H:6]([C:16]([OH:18])=[O:17])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12](=[O:15])[CH2:13]I)[CH:2]([CH3:4])[CH3:3].CCN(C(C)C)C(C)C.[NH2:38][C:39]1[CH:40]=[N:41][CH:42]=[CH:43][CH:44]=1>>[CH3:28][C:25]1[CH:26]=[CH:27][C:22]([S:19]([N:5]([C@H:6]([C:16]([OH:18])=[O:17])[CH2:7][CH2:8][CH2:9][CH2:10][NH:11][C:12]([CH2:13][NH:38][C:39]2[CH:44]=[CH:43][CH:42]=[N:41][CH:40]=2)=[O:15])[CH2:1][CH:2]([CH3:4])[CH3:3])(=[O:21])=[O:20])=[CH:23][CH:24]=1

Komponenten

4

Edukt 3

HCID 100093-AminopyridineHCID 81531DiisopropylethylamineHCID 86589941Nalpha-isobutyl-Nalpha-(4-methylbenzenesulfonyl)-Nepsilon-iodoacetyl-L-lysine

Produkt 1

HCID 508627(2S)-2-[isobutyl(p-tolylsulfonyl)amino]-6-[[2-(3-pyridylamino)acetyl]amino]hexanoic acid

Versuchsvorschrift

The title compound was prepared from Nα-isobutyl-Nα-(4-methylbenzenesulfonyl)-Nε-iodoacetyl-L-lysine (200 mg, 0.38 mmol, example 105, step B) by following the indications of general procedure H using DIEA (0.19 mL, 1.09 mmol) and 3-aminopyridine (175 mg, 1.36 mmol). The crude material was purified by preparative HPLC. The product was isolated as a solid (42 mg, 22% yield).

Aufarbeitung

  1. customThe crude material was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-8d41696b5a64439b8cf914556d49ae93
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608100B1

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