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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 580594Erstellt: 26. Oktober 2026

Levofloxacin q-acid → (3S)-10-(cis-3-t-Butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid

https://huagongshe.com/reaction/580594

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLevofloxacin q-acidHCID 688333—
Edukt(3S,4S)-3-(Boc-amino)-4-methylpyrrolidineHCID 11138119—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt(3S)-10-(cis-3-t-Butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-9-fluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acidHCID 7041934481,7%

Reaktionsschritte

A mixture of (3S)-9,10-difluoro-2,3-dihydro-3-methyl-7-oxo-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylic acid (0.5 g), anhydrous dimethyl sulfoxide (10 ml) and cis-3-t-butoxycarbonylamino-4-methylpyrrolidine (0.54 g) was stirred for 2 hours at 90°-100° C. and then concentrated. The resulting residue was dissolved in chloroform and the solution was washed with 10% aqueous citric acid solution further washed with saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate and concentrated. The resulting precipitate was triturated in methanol and collected by filtration to give the title compound (0.67 g) as yellowish powder, mp 206°-207° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04753953
Quelldatensatzuspto-grants-1988_06
ORD IDord-83b4e378ac2346d19bd5dadc5e979196
Quellennotizuspto-grants-1988_06