反应详情

A suspension of 3-(4,4′-dimethoxytrityloxymethyl)benzylamine (5) (455 mg, 1.04 mmol) and 1,1′-carbonyldiimidazole (170 mg, 1.05 mmol) in THF (52 mL) was stirred for 24 hours at a room temperature under Ar atmosphere. TLC was used to confirm there was no starting material in the reaction mixture. Then, to the suspension was added dropwise a solution of 2-aminomethyl-6-[(tert-butyldimethylsilyloxy)methyl]pyridine (3) (593 mg, 2.35 mmol) in THF (13 mL), and further stirred for 48 hours. The reaction mixture was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (CHCl3:MeOH=100:1) to give N-[3-(4,4′-dimethoxytrityloxymethyl)benzyl]-N′-{[6-(tert-butyldimethylsilyloxy)methylpyridin-2-yl]methyl}urea (6) (406 mg, 54%) as a colorless oil.

1. stirringfurther stirred for 48 hours
2. customThe reaction mixture was evaporated under reduced pressure
3. customThe residue was purified by silica gel column chromatography (CHCl3:MeOH=100:1)