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HRID 43558Erstellt: 24. Oktober 2026

Lithium Hydroxide → cis(+/-)-2-{3-(Benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylic acid

https://huagongshe.com/de/reaction/43558

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktLithium HydroxideHCID 3939—
EduktEthyl cis(+/-)-2-{3-(benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylateHCID 86648573—
LösungsmittelMethanolHCID 887—
LösungsmittelDichloromethaneHCID 6344—
Produktcis(+/-)-2-{3-(Benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylic acidHCID 8664857466%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Ethyl cis(±)-2-{3-(benzyloxy)-4-[(1H-imidazol-2-ylcarbonyl)amino]piperidin-1-yl}-1,3-thiazole-5-carboxylate obtained in Example (90f) (0.25 g, 0.55 mmol) was dissolved in methanol (5 mL) and dichloromethane (1 mL). A 2 N aqueous lithium hydroxide solution (5 mL, 10 mmol) was added, and the mixture was stirred at 70° C. for 20 minutes. The organic solvent was evaporated under reduced pressure, and 1 N hydrochloric acid was added until the pH of the solution was about 4. Purification by reverse phase chromatography (elution solvent: acetonitrile/water=1/1, 4/1) gave 0.15 g of the title compound as a white solid (66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08536197B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-28c11b907bf24a818479a4c20316c540
Quellennotizuspto-grants-2013_09