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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 442758Erstellt: 26. Oktober 2026

Triethylamine → (4R)-N-[(1S)-1-Methyl-2-hydroxyethyl]-2-oxothiazolidin-4-yl-carboxamide

https://huagongshe.com/reaction/442758

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktProcysteineHCID 72390—
EduktL-AlaninolHCID 80307—
EduktP,P-Diphenylphosphinic azideHCID 199401—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(4R)-N-[(1S)-1-Methyl-2-hydroxyethyl]-2-oxothiazolidin-4-yl-carboxamideHCID 2130914066,3%

Reaktionsschritte

In 20 ml of dry tetrahydrofuran were dissolved 1.0 g of (4R)-2-oxothiazolidine-4-carboxylic acid and 0.56 g of L-alaninol, 2.8 ml of triethylamine and 1.8 ml of diphenylphosphoryl azide were added thereto with stirring under ice-cooling, and the mixture was stirred at room temperature for 3 hours. Then, the solvent was distilled off under reduced pressure and the obtained residue was purified by silica gel column chromatography employing ethyl acetate as an eluent and further purified by silica gel column chromatography employing dichloromethane-methanol (95:5) as an eluent to obtain 0.92 g of the desired compound as colorless crystals.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05891898
Quelldatensatzuspto-grants-1999_04
ORD IDord-91ff4ee8f9bc4b65ad9810482c255100
Quellennotizuspto-grants-1999_04