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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 34115Erstellt: 23. Oktober 2026

Triethylamine → N'-[2-(tert-butoxycarbonyl-methyl-amino)-acetyl]-N'-methyl-hydrazine carboxylic acid benzyl ester

https://huagongshe.com/de/reaction/34115

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktIsobutyl chloroformateHCID 62365—
EduktGlycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-HCID 83692—
EduktN'-methyl(benzyloxy)carbohydrazide hydrochlorideHCID 24801390—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktN'-[2-(tert-butoxycarbonyl-methyl-amino)-acetyl]-N'-methyl-hydrazine carboxylic acid benzyl esterHCID 68932096—

Reaktionsschritte

2.1 g of (tert-butoxycarbonyl-methyl-amino)-acetic acid was dissolved in 150 mL of tetrahydrofuran, and 4.64 mL of triethylamine and 1.51 mL of isobutyl chloroformate were added under stirring at ice-cooling. After stirring at room temperature for 10 minutes, N′-methyl-hydrazine carboxylic acid benzyl ester hydrochloride was added and stirred at room temperature for 50 minutes. The reaction solution was added with water, extracted with ethyl acetate, and the resultant organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated, followed by purification by silica gel column chromatography (ethyl acetate:n-hexane=1:1), to afford 3.2 g of N′-[2-(tert-butoxycarbonyl-methyl-amino)-acetyl]-N′-methyl-hydrazine carboxylic acid benzyl ester. Subsequently, by conducting catalytic hydrogen reduction in accordance with Production example 365, 1.9 g of the title compound was obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429609B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-3f5ffaef3d664f8ea002ee0785d41ddf
Quellennotizuspto-grants-2008_09