Sodium hydride → HCID 58708327, compound

Participants

Reaction Steps

To a suspension of sodium hydride (60% oil dispersion; 161 mg, 4.03 mmol) in dry tetrahydrofuran (9.6 ml) were added a solution of 8S (1.15 g, 3.84 mmol) and tert-butyl bromoacetate (681 μl, 4.61 mmol) in dry tetrahydrofuran (9.6 ml) at 0° C. After stirring for 18 h at rt, the reaction mixture was concentrated in vacuo. After addition of water, the product was extracted with ethyl acetate twice and the organic layer was dried over anhydrous sulfate. After concentration in vacuo, the residue was purified by silica gel chromatography (eluted with 10:1 hexane:AcOEt) to give 9S (1.17 g, 74%) as a white solid.

Provenance & Evidence