Sodium Hydroxide → HCID 86744699, compound

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Reaction Steps

A solution of a 1:1 mixture of the erythro- and threo-diastereoisomers of ethyl (E)-3,5-dihydroxy-7-[4-(4-fluorophenyl)-2-isopropyl-1-oxo-1,2-dihydroisoquinolin-3-yl]hept-6-enoate (0.18 g; prepared as described in Example 4) in methanol, (10 ml) was treated with aqueous sodium hydroxide solution (2.0M; 0.77 ml) at room temperature. After 90 minutes the solution was evaporated to dryness and the residue was azeotroped on the rotary evaporator with ethyl acetate (2×20 ml). The residue was triturated with diethyl ether (25 ml) and the product was filtered off, to give sodium (E)-3,5-dihydroxy-7-[4-(4-fluorophenyl)-2-isopropyl-1-oxo-1,2-dihydroisoquinolin-3-yl]hept-6-enoate in the form of a pale yellow solid (0.18 g). [Elemental analysis: C, 58.4; H, 5.55; N, 2.62; H2O, 10.0%; calculated for C25H25O5NFNa:3 H2O: C, 58.25; H, 6.06; N, 2.72; H2O, 10.49%].

Provenance & Evidence