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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 355456Erstellt: 25. Oktober 2026

Triethylamine → N-((R)-methylphenylphosphinyl)-N-hexyl-D-alanine methyl ester

https://huagongshe.com/reaction/355456

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktMethyl(phenyl)phosphinoyl chlorideHCID 21983—
EduktN-hexyl-D-alanine methyl esterHCID 53973081—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-((R)-methylphenylphosphinyl)-N-hexyl-D-alanine methyl esterHCID 10496278—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

Methylphenyl-phosphinic chloride (1.05 g, 6 mmol) is dissolved in dichloromethane (50 mL) and cooled to 0° C. To this is added a solution of N-hexyl-D-alanine methyl ester (1 g, 5.34 mmol) and triethylamine (2.1 mL, 15 mmol) in dichloromethane (10 mL). A catalytic amount of 4-dimethylaminopyridine is added and reaction is stirred for 16 hours, washed with water and brine, dried over sodium sulfate, and concentrated. The crude product is purified by silica gel flash chromatography (100% ethyl acetate) to give N-((R)-methylphenylphosphinyl)-N-hexyl-D-alanine methyl ester as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05830915
Quelldatensatzuspto-grants-1998_11
ORD IDord-cc36f5194f6540fea9b4b7ee54f690b9
Quellennotizuspto-grants-1998_11