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A 100 mL RBF was purged with nitrogen gas before being charged with tert-butyl bicyclo[2.2.1]heptan-1-ylcarbamate (6.60 g, 31.0 mmol) and dichloromethane (66 mL). The solution was cooled in a 0° C. a bath, and then trifluoroacetic acid (12 mL, 18 g, 156 mL) was added. The cooling bath was removed, and the reaction mixture was allowed to warm to room temperature during which time a gas evolved from the reaction mixture. After 3 h at room temperature the reaction mixture was concentrated in vacuo to afford a viscous oil. This material was dissolved in dichloromethane (82 mL), and triethylamine (13.0 mL, 94 mmol) and benzoyl isothiocyanate (4.6 mL, 34 mmol) were added. After stirring at room temperature under an atmosphere of nitrogen for 14 h, the reaction mixture was concentrated in vacuo, and the resulting residue was dissolved in MeOH/THF/H2O (2:1:1, ca. 0.3 M). Potassium carbonate (22 g, 156 mmol) was added, and the biphasic solution was vigorously stirred for 3 h. The organic solvents were removed under reduced pressure during which time a yellow precipitate formed. The precipitate was filtered, washed with water (30 ml) and cold (−20° C.) diethyl ether to provide a white precipitate. This material was allowed to air dry for 10 min and then dried under high vacuum at room temperature for ca. 18 h to afford the title compound (3.8 g) as a fine white powder.

1. customA 100 mL RBF was purged with nitrogen gas
2. customThe cooling bath was removed
3. temperatureto warm to room temperature during which time a gas
4. concentrationAfter 3 h at room temperature the reaction mixture was concentrated in vacuo
5. customto afford a viscous oil
6. concentrationthe reaction mixture was concentrated in vacuo
7. dissolutionthe resulting residue was dissolved in MeOH/THF/H2O (2:1:1, ca. 0.3 M)
8. stirringthe biphasic solution was vigorously stirred for 3 h
9. customThe organic solvents were removed under reduced pressure during which time a yellow precipitate
10. customformed
11. filtrationThe precipitate was filtered
12. washwashed with water (30 ml) and cold (−20° C.) diethyl ether
13. customto provide a white precipitate
14. customto air dry for 10 min
15. customdried under high vacuum at room temperature for ca. 18 h