1-Hydroxy-6,6-dimethyl-3-pentyl-6a,7,10,10a-tetrahydro-6H-dibenzo[b,d]pyran-9-carboxylic acid → HCID 57264109, compound

Participants

Reaction Steps

By the same procedure described before for preparing (XI) in Example 7, hydrolysis of the (6aS,10aS)-ester (XVII) (22 mg, 0.061 mmol) with argon sparged 2N NaOH (3 mL) in argon sparged methanol (4 mL) at room temperature for 18 h gave, after work-up, 22 mg of a gum. This was subjected to preparative TLC on silica, eluting with hexanes-CHCl3 -MeOH (7:2:1) to give, from the main band, 16 mg, 76%, of the (6aS,10aS)-acid (XVIII) as a glass, [α]D +310° (CHCl3), M+ 344.1983 (Calc 344.1988).

Provenance & Evidence