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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 43623Erstellt: 23. Oktober 2026

3-Methyl-4-nitrobenzoic acid → N-(3-Methyl-4-nitrobenzoyl)threonine methyl ester

https://huagongshe.com/de/reaction/43623

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3-Methyl-4-nitrobenzoic acidHCID 18370—
EduktDiisopropylethylamineHCID 81531—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktMethyl L-threoninate hydrochlorideHCID 2734893—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(3-Methyl-4-nitrobenzoyl)threonine methyl esterHCID 67548938900,1%

Reaktionsschritte

The same operation as in Example (102a) was performed using threonine methyl ester hydrochloride (6.73 g, 39.6 mmol), 3-methyl-4-nitrobenzoic acid (7.18 g, 3.96 mmol), WSC hydrochloride (8.05 g, 42 mmol), DMAP (0.18 g, 1.5 mmol), N,N-diisopropylethylamine (5.42 g, 42 mmol) and dichloromethane (100 mL). The resulting residue was purified by silica gel column chromatography (elution solvent: ethyl acetate/hexane=1/3, 2/3, 3/2, 3/1) to obtain 10.56 g of the title compound as a light yellow amorphous solid (90%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536197B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-5f81184728d14aea84083654c73cfc1b
Quellennotizuspto-grants-2013_09