Diphosgene → HCID 178455381, compound

Participants

Reaction Conditions

Reaction Steps

(cis)-4-(4-(2-((3R,3aR,6R,6aS)-6-(tert-Butyldimethylsilyloxy)hexahydrofuro[3,2-b]-furan-3-yloxy)-6-chloro-3-((2-(trimethylsilyl)ethoxy)methyl)-3H-imidazo[4,5-b]pyridin-5-yl)phenyl)cyclohexanamine (40 mg) is dissolved in toluene (2 mL), treated dropwise with a solution of diphosgene (6.8 μL) in toluene (2 mL), stirred for 10 minutes at room temperature and for 1.5 hours at 60° C. Then tetrahydro-2H-pyran-4-ol (5.3 μL) is added and the mixture is stirred for 48 hours at 60° C. The mixture is partitioned between ethylacetate and saturated aqueous NH4Cl solution. The organic phase is dried (MgSO4) and concentrated. The crude product is used directly in the next step.

Provenance & Evidence