HCID 68838048, compound → HCID 68834075, compound

Participants

Reaction Steps

A suspension of 4-benzyl 1-tert-butyl 2-[4-(isopentyloxy)phenyl]succinate (2.00 g, 4.69 mmol) and silica gel (23.4 g) in toluene (150 mL) was heated at reflux for 3 h. The crude mixture was cooled to room temperature and filtered. The filter cake was washed with dichloromethane/methanol (8:2; 2×100 mL) then the organic filtrates were combined and evaporated to dryness to give the title compound as white solid (1.41 g, 82%). LC/MS: 3.74 min; z/e 388, calcd (M+1) 388. The enantiomers were separated using a Chiralpak AD column (20% EtOH: Heptane: 0.1% TFA), Flow 20 mL/min, λ=215 nM Ent-1=12.5 min, Ent-2=15.0 min.

Provenance & Evidence