Triethylamine → HCID 178455379, 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)cyclohexanamine (30 mg) and triethylamine (12 μL) are dissolved in dichloromethane (2 mL), treated with cyclopentyl chloroformate (6.5 μL) and stirred for 2 hours. Triethylamine (12 μL) and cyclopentyl chloroformate (6.5 μL) are added and the mixture is stirred for 12 hours. Then triethylamine (24 μL) and cyclopentyl chloroformate (13 μL) are added and the mixture is stirred for 2 hours. The mixture is partitioned between dichloromethane 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