Diisopropylethylamine → HCID 67100020, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 6-chloro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-spiro[naphthalene-1,4′-pyran]-3-carboxylate (287 mg, 852 μmol, Example 1 A-C) was dissolved in 1,4-dioxane (852 μL) and N-ethyl-N-isopropylpropan-2-amine (445 μL, 2557 μmol). L-Serine methyl ester hydrochloride (199 mg, 1278 μmol) was added, and the mixture was stirred at 80° C. for 3 hours. The reaction mixture was then diluted with 100 mL of EtOAc, added to a separatory funnel, partitioned with NaHCO3 (saturated, aqueous), washed 2 times with 50 mL of NaHCO3 (saturated, aqueous), separated, dried over Na2SO4, and concentrated in vacuo to give the 180 mg of the title compound as a white solid after flash chromatography. MS m/e=410 (M+H)+.

Provenance & Evidence