Ethyl isocyanate → HCID 178458019, compound

Participants

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)cyclohexanol (50 mg), 4-dimethylamino-pyridine (DMAP, 1 mg) and triethylamine (30 μL) are dissolved in tetrahydrofurane (1 mL), treated with 2-isocyanatopropane (14 μL) and stirred for 12 hours. Triethylamine (60 μL) and isocyanatoethane (28 μL) are added and the mixture is stirred for 12 hours at 70° C. Again triethylamine (60 μL) and isocyanatoethane (28 μL) are added and the mixture is stirred for 12 hours at 70° C. The mixture is partitioned between ethylacetate and saturated aqueous NH4Cl solution. The organic phase is dried (MgSO4) and concentrated. The residue is used directly in the next step.

Provenance & Evidence