Sodium Carbonate → HCID 59279991, compound

Participants

Reaction Steps

(HF)3-Et3N (523 mL, 3210 mmol) was added to a solution of the product from Step 2 (54 g, 80 mmol) in THF (802 mL) at 0° C. The mixture was then warmed to RT. After 15 hours, the solvent was removed in vacuo, and the residue was taken up in EtOAc (500 mL) and water (450 mL). Na2CO3 (553 g, 5216 mmol) then was added slowly. The solution then stirred 15 minutes, and the organic layer was then extracted with 10% NaHCO3 (1×) and brine (1×) and dried over MgSO4; and the solvent was removed in vacuo. The original aqueous layer was back-extracted with EtOAc and combined with the first extraction. The crude material was then purified on silica (gradient elution, 0-80% EtOAc/hexane) to yield of the title compound. LRMS ESI+ (M+H)+ 559.3, calcd for C30H43N2O8: 559.3.

Provenance & Evidence