Diphosgene → HCID 178455382, compound

Participants

Reaction Conditions

Reaction Steps

(trans)-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 (20 mg) is dissolved in toluene (2 mL), treated dropwise with a solution of diphosgene (3.4 μL) in toluene (1 mL) and stirred for 12 hours at 60° C. Tetrahydro-2H-pyran-4-ol (2.7 μL) is added and the mixture is heated for 12 hours at 60° C. The mixture is partitioned between ethylacetate and saturated aqueous NH4Cl solution. The organic phase is washed with brine, dried (MgSO4) and concentrated to give the title compound. LC (method 5): tR=1.22 min.

Provenance & Evidence