HCID 22007595, compound → HCID 22036085, compound

Participants

Reaction Steps

The racemate was resolved by chiral support chromatography. Portions of the racemate (0.2 g dissolved in 10 mL of 3:1 iPrOH/THF) were injected onto a preparative Chiralcel OD™ column equilibrated at 30° C. with 800:200:1 heptane/iPrOH/Et3N. Assignment of absolute configurations to the separated enantiomers was made by comparison of the CD spectra to those of the 10-chloro strictures. Analytical HPLC analysis (tR=17.2 min on a Chiralcel™ OD-H at a 0.5 mL min−1 flow rate of 800:200:1 hepane/iPrOH/Et2NH) gave an ee of 97%: UV λmax nm (ε, L.mol−1.cm−1) 284 (4740); CD λmax nm (θ, deg.cm2.dmol−1) 298 (3700), 273 (4400).

Provenance & Evidence