Diethylethanolamine → (2S)-6-[[2-(benzylamino)acetyl]amino]-2-[isobutyl(p-tolylsulfonyl)amino]hexanoic acid

HRID 396917

Reaktionsgleichung

Reaktionsgleichung von HRID 396917
[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(CCO)CC.[CH2:37]([NH2:44])[C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=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:44][CH2:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=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 7497DiethylethanolamineHCID 7504BenzylamineHCID 86589941Nalpha-isobutyl-Nalpha-(4-methylbenzenesulfonyl)-Nepsilon-iodoacetyl-L-lysine

Produkt 1

HCID 508630(2S)-6-[[2-(benzylamino)acetyl]amino]-2-[isobutyl(p-tolylsulfonyl)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 DEEA (0.20 mL, 1.10 mmol) and benzylamine (320 mg, 2.99 mmol). The crude material was purified by preparative HPLC. The product was isolated as a solid (137 mg, 71% yield).

Aufarbeitung

  1. customThe crude material was purified by preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-f2a155f225174af7a3e092ee51b8c62b
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06608100B1

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