Racemic (7R,8R,10aS)-6-chloro-3,7,8,9,10,11-hexahydro-8,10a-methanoazuleno-[2,1-e]indazol-7-ol → (Rac)-(7r,8r,10as)-6-chloro-3,7,8,9,10,11-hexahydro-8,10a-methanoazuleno-[2,1-e]indazol-7-ol

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Reaction Steps

Racemic (7R,8R,10aS)-6-chloro-3,7,8,9,10,11-hexahydro-8,10a-methanoazuleno-[2,1-e]indazol-7-ol (318 mg) was dissolved in 4/1 ethanol/methanol (25 mL) and resolved by chiral HPLC on a 2.0×25 cm Daicel Chiralcel OJ column (3-4 mL injections, elution with 35% EtOH:Heptane at 7.5 mL/min, fractions monitored at 254 nm). The fractions containing the first enantiomer to elute (enantiomer A) were combined and concentrated to a clear oil which had a negative rotation. The pure fractions containing the second enantiomer to elute (enantiomer B) were combined, concentrated, and lyophilized from benzene to give a white solid which had a positive rotation.

Provenance & Evidence