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ChemicalBook CAS DataBase List 4-(((tert-Butoxycarbonyl)amino)methyl)bicyclo[2.2.2]octane-1-carboxylicacid

4-(((tert-Butoxycarbonyl)amino)methyl)bicyclo[2.2.2]octane-1-carboxylicacid synthesis

3synthesis methods
-

Yield:219996-49-3 56%

Reaction Conditions:

with potassium hydroxide;water for 15 h;Heating / reflux;

Steps:

42.A

To a solution of the title compound from the Preparative Example 41, Step A (2.0 g) in MeOH (10 mL) was added a solution of KOH (753 mg) in H2O (2 mL). The mixture was heated to reflux for 15 h, concentrated to approximately half of its volume and diluted with H2O (50 mL). EtOAc (100 mL) was added and the organic phase was separated. The aqueous phase was acidified to pH 4.5 and extracted with EtOAc (3 x 40 mL). The combined organic phases were washed with saturated aqueous NaCl (50 mL), dried (MgSO4), filtered and concentrated to afford the title compound (1.1 g, 56%). [MNa]+ = 306.

References:

WO2006/128184,2006,A2 Location in patent:Page/Page column 166-167