Tetrabutylammonium Fluoride → HCID 67061919, compound

Participants

Reaction Steps

To a solution of 1,1-dimethylethyl cyclopropyl{[6-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-8-quinolinyl]methyl}carbamate (1 eq.) from the previous step in THF (0.12 M) was added TBAF (1.0 M in hexane, 1.6 eq.). The resulting solution was stirred at RT for 2 h before the volatiles were removed in vacuo. The resulting residue was partitioned between ether and water. The aqueous layer was separated and back-extracted with ether. The combined organic extracts were washed further with water and brine, dried over Na2SO4, filtered and the filtrate concentrated in vacuo. Purification of the crude product thus obtained by way of flash chromatography (SiO2, 9:1 (v/v) Hex:EtOAc→3:7 (v/v) Hex:EtOAc) afforded the title compound as a colorless oil.

Provenance & Evidence