benzyl N-[(2S)-1-bromopropan-2-yl]carbamate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 6-(4-Benzyloxyphenoxy)pyridin-3-ol (250 mg, 0.85 mmol) and benzyl ((S)-2-bromo-1-methylethyl)carbamate (232 mg, 0.85 mmol) were reacted with sodium hydride in DMF in analogy to example 1a. Yield: 118 mg (29%), M+H+: 485.11.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Triphenylphosphine (12.54 g, 47.8 mmol) was dissolved in 100 ml of anhydrous THF and at 0° C. tetrabromomethane (15.85 g, 47.8 mmol) in 100 mL of anhydrous THF was added dropwise. This was followed by the dropwise addition, after 15 min, of benzyl ((S)-2-hydroxy-1-methylethyl)carbamate (5.0 g, 23.9 mmol), dissolved in 150 ml of THF. After 10 min at 0° C. the cooling bath was removed and the mixture was stirred at room temperature overnight. The precipitate which had formed was separated off and washed with ethyl acetate and the combined organic phases were concentrated. The residue obtained was purified over silica gel (ethyl acetate-n-heptane=20:80). Yield: 3.41 g (52%). was added dropwise After 10 min at 0° C. the cooling bath was removed The precipitate which had formed was separated off washed with ethyl acetate the combined organic phases were concentrated The residue obtained was purified over silica gel (ethyl acetate-n-heptane=20:80)