Triphenylphosphine → HCID 89559199, compound

Participants

Reaction Steps

In a reactor, a mixture of [(1S,7R)-4-phenyl-3,5-dioxabicyclo[5.1.0]octan-1-yl]methanol (750 g, 3.4 mol) (5c), 6-chloro-9H-purin-2-amine (7c) (479 g, 2.8 mol) and triphenylphosphine (930 g, 3.5 mol) in 2-methyltetrahydrofuran (7.4 L) was stirred at room temperature for 30 minutes, and then heated to 65° C. (+/−5° C.). To this mixture was dosed a solution of DIAD (711 g, 3.5 mol) in 2-methyltetrahydrofuran (740 mL) over a period of 1 hour. The mixture was stirred during 1 hour at reflux and then allowed to cool to room temperature overnight. Solids were removed by filtration. The reactor was rinsed with 2-methyltetrahydrofuran (740 mL) and this liquid was used to wash the solids on the filter. The filtrate was submitted as such in the next step (6′).

Provenance & Evidence