Diethyl Ether → HCID 11602839, compound

Participants

Reaction Conditions

Reaction Steps

(2S)-2-Benzyl-oxirane-N-[(1S,2R)-2-hydroxy-indan-1-yl]-2-carboxylic acid amide (0.930 g, 3.01 mmol) and compound 25 (1.23 g, 3.31 mmol) were dissolved in dry THF (40 mL), Ti(OiPr)4 (1.79 mL, 6.02 mmol) was added and the mixture was stirred at 40° C. for 2 h. Et2O (100 mL) and saturated NaHCO3 (aq., 100 mL) was added to the reaction mixture and the phases were separated. The organic phase was then washed with H2O (2×200 mL). All water phases were reextracted with CHCl3 (100 mL), and the combined organic phases were dried (Na2SO4), filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography (RP-silica, CH3CN/H2O, 50:50-70:30) affording 3 (0.95 g, 46%) as a light yellow solid.

Provenance & Evidence