HCID 59397216, compound → HCID 24996754, compound

Participants

Reaction Steps

Racemic (8R,10aS)-6-(trifluoromethyl)-3,9,10,11-tetrahydro-8,10a-methanoazuleno[2,1-e]indazol-7(8H)-one (260 mg) was dissolved in ˜4/1 ethanol/methanol and resolved by chiral HPLC on a 2.0×25 cm Daicel Chiralcel OJ column (elution with 25% EtOH:Heptane at 7.5 mL/min, fractions monitored at 340 nm). The fractions containing the first enantiomer to elute (enantiomer A) were combined and concentrated to a clear oil which had a positive rotation. The pure fractions containing the second enantiomer to elute (enantiomer B) were combined, concentrated, and lyophilized from benzene to give (8R,10aS)-6-(trifluoromethyl)-3,9,10,11-tetrahydro-8,10a -methanoazuleno[2,1-e]indazol-7(8H)-one as a white solid which had a negative rotation.

Provenance & Evidence