Tetrabutylammonium Fluoride → 6-[Cyclopropyl-(3-methoxy-2-methylbenzyl)carbamoyl]-7-[5-(2-hydroxyethyl)-4-methylthiazol-2-yl]-3,9-diazabicyclo[3.3.1]non-6-ene-3,9-dicarboxylic acid di-tert-butyl ester

Participants

Reaction Steps

A sol. of compound E1 (7.93 g, 9.45 mmol) and TBAF (1.0 M in THF, 14.5 mL, 14.5 mmol) in THF (115 mL) was stirred at 0° C. for 1 h. The mixture was diluted with EtOAc (115 mL) and was then washed with brine (4×115 mL). The org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the residue by FC (EtOAc/heptane 1:2→1:1→3:2→7:3) yielded the title compound (5.54 g, 76%). LC-MS: tR=1.08 min, ES+: 683.27.

Provenance & Evidence