tert-Butyl N,N-diallylcarbamate

24424-99-5

124-02-7

151259-38-0

Example 5: (±)-trans-1-[(9-deaza-adenin-9-yl)methyl]-3-hydroxy-4-vinylpyrrolidine (1. X=vinyl, A=CH, B=NH, D=H); Example 5.1: tert-butyl diallylcarbamate (7); Di-tert-butyl dicarbonate (42.2 g, 193 mmol) was added batchwise to a solution of diallylamine (2) (20 mL, 162 mmol) in methanol (500 mL) at 0°C. After addition, the reaction mixture was gradually warmed to room temperature with continuous stirring for 1 hour. Subsequently, the reaction mixture was concentrated by distillation under reduced pressure. The residue was purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate gradient elution, 0 to 50% ethyl acetate) to afford the target product tert-butyl diallylcarbamate 7 as a colorless oil (31.9 g, 99% yield). (Org. Biomol. Chem. 2004, 2, 2418-2420).