Potassium Carbonate → 3-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)oxetane-3-carboxylic acid

A solution of (9H-fluoren-9-yl)methyl 2,5-dioxopyrrolidin-1-yl carbonate (3.2 g, 9.5 mmol) in dioxane (30 ml) was added to a solution of 3-amino-oxetane-3-carboxylic acid (1.17 g, mmol) and potassium carbonate (2.76 g, 20.0 mmol) in water (30 ml). The light yellow opaque solution was stirred at room temperature for 75 minutes. During that time, a white solid precipitated. The mixture was diluted with water and extracted two times with diethyl ether. The white solid did not dissolve and was kept therefore in the aqueous layer, which was acidified to pH 2 by addition of 1N HCl and extracted three times with EtOAc. The combined EtOAc layers were washed with brine, dried with Na2SO4 and evaporated. The crude title compound was obtained as white solid and was used without further purification.

1. customDuring that time, a white solid precipitated
2. additionThe mixture was diluted with water
3. extractionextracted two times with diethyl ether
4. dissolutionThe white solid did not dissolve
5. additionin the aqueous layer, which was acidified to pH 2 by addition of 1N HCl
6. extractionextracted three times with EtOAc
7. washThe combined EtOAc layers were washed with brine
8. dry with materialdried with Na2SO4
9. customevaporated

ORD-Eintrag

ord-3649eb7ad7e3440fa1fe87e48237d652

Quelldatensatz

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08592426B2