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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 517373Erstellt: 26. Oktober 2026

Water → Travoprost

https://huagongshe.com/reaction/517373

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktIsopropyl iodideHCID 6362—
EduktPotassium CarbonateHCID 11430—
EduktFluprostenolHCID 5311100—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelEthyl AcetateHCID 8857—
ProduktTravoprostHCID 528222683,3%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A solution of crude Travoprost acid (1.1 g from Example 9) in DMF (11 mL) was treated with K2CO3 (0.90 g, 6.5 mmol) and 2-iodopropane (0.74 g, 4.4 mmol). This mixture was then stirred at 80° C. for 2 hr under an atmosphere of nitrogen (TLC monitoring). Water (30 mL) and ethyl acetate (30 mL) were added and the mixture was stirred for 10 min. The aqueous layer was separated and extracted with ethyl acetate (30 mL), and the combined organic layer was dried over magnesium sulfate and concentrated under reduced pressure to give 1.0 g of crude Travoprost. The crude Travoprost was purified by column chromatography and then concentrated under reduced pressure to provide 0.89 g of Travoprost (78.3% yield, 2 steps). UPLC (ACQUITY UPLC HSS C18) analysis of the product showed that no isomer and impurities were detectable.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09115109B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-b01c344131ba4eb3ab2d88be4fe851b3
Quellennotizuspto-grants-2015_08