Dicyclohexylcarbodiimide → HCID 86747889, compound

Participants

Reaction Steps

With reference to scheme 3, to a solution of (XVIII) (6 mg, 0.017 mmol) in dry THF (2 mL), under argon, was added dicyclohexylcarbodiimide (Aldrich; 13 mg, 0.063 mmol) and N-hydroxysuccinimide (Aldrich; 11 mg, 0.096 mmol). The resulting reaction mixture was stirred for 43 h, filtered from dicyclohexylurea, and the filtrate evaporated in vacuo to afford white solids. This material was digested with a small volume of THF and the insoluble part (urea) was filtered off. The filtrate was evaporated in vacuo to dryness and the process repeated to give a foam which was subjected to preparative TLC on silica, eluting with EtOAc-hexanes (1:1), to give 5 mg, 67%, of the NHS ester as an off-white foam.

Provenance & Evidence