Diisopropylethylamine → HCID 67099210, 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 (705 mg, 2093 μmol, prepared in Example 1 A-C) was dissolved in 1,4-dioxane (2093 μL) and N-ethyl-N-isopropylpropan-2-amine (1094 μL, 6280 μmol). D-Alanine tert-butyl ester hydrochloride (570 mg, 3140 μmol) was added, and the reaction mixture was heated to 80° C. for 24 hours. The resulting mixture was then diluted with 150 mL of EtOAc, added to a separatory funnel, partitioned with NaHCO3 (saturated, aqueous), washed 2 times with 75 mL of NaHCO3 (saturated, aqueous), separated, dried over Na2SO4, and concentrated in vacuo to give the title compound (501 mg) after flash chromatography. MS (m/z)=436 (M+H)+.

Provenance & Evidence