Ethyl isocyanate → HCID 178465490, compound

Participants

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]py-ridin-5-yl)phenyl)cyclohexanol (50 mg) and triethylamine (20 μL) are dissolved in tetrahydrofurane (2 mL), treated with isocyanatoethane (8 μL) and stirred for 12 hours. Triethylamine (20 μL) and isocyanatoethane (8 μL) are added and the mixture is stirred for 48 hours. The mixture is partitioned between ethylacetate and saturated aqueous NH4Cl solution. The organic phase is dried (MgSO4) and concentrated. The residue is purified by HPLC on reversed phase to give the title compound. LC (method 5): tR=1.26 min; Mass spectrum (ESI+): m/z=787 [M+H]+.

Provenance & Evidence