Dicyclohexylcarbodiimide → HCID 58556983, compound

Participants

Reaction Steps

A mixture of 2-(benzo[b]thiophen-2-yl)-2-(phenylamino)acetic acid (I30) (796 mg, 2.81 mmol), (R)-quinuclidin-3-ol (429 mg, 3.37 mmol), HOBT (516 mg, 3.37 mmol), and DCC (696 mg, 3.37 mmol) in THF (30 ml) was stirred at r.t. overnight. THF was evaporated, and the crude product was partitioned between EtOAc and 1M K2CO3. The organic phase was dried over Na2SO4, filtered and evaporated to dryness. The crude product was purified by flash chromatography (DCM/MeOH=98/2) to obtain (R)-quinuclidin-3-yl 2-(benzo[b]thiophen-2-yl)-2-(phenylamino)acetate (361 mg, 32.7% yield).

Provenance & Evidence