Phthalimide → 5'-phthalimido-N6-benzoyl-2'-deoxyadenosine

13.11 g (50 mmol) triphenylphosphine, 6.99 g (47.5 mmol) phthalimide and 17.77 g (50 mmol) N6-benzoyl-2′-deoxyadenosine were stirred in 400 mL dry THF, and added 9.84 mL (50 mmol) of diisopropyl azodicarboxylate under a nitrogen atmosphere. After stirring in an ice-water bath for 2 h and at the ambient temperature for 4 h, the reaction mixture was concentrated and the residue was added 100 mL dichloromethane. The precipitates thus formed were removed by filtration and the filtrate was concentrated and flashed through a silica gel column with 2:1 dichloromethane-THF and 19:1 dichloromethane-methanol to give 7.1 g of 5′-phthalimido-N6-benzoyl-2′-deoxyadenosine.

1. concentrationthe reaction mixture was concentrated
2. additionthe residue was added 100 mL dichloromethane
3. customThe precipitates thus
4. customformed
5. customwere removed by filtration
6. concentrationthe filtrate was concentrated

ORD-Eintrag

ord-f641fc51dfce4851aeafac4cc703fe78

Quelldatensatz

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07164014B2