Aluminium lithium hydride → HCID 67385689, compound

Participants

Reaction Steps

To a solution of 6-bromo-4-(tert-butoxycarbonylamino)-2′,4′,5′,6′-tetrahydrospiro[chroman-2,3′-pyran]-4-carboxylate (314 mg, 0.69 mmol) in anhydrous THF (10 mL) at −78° C. under N2 atmosphere was added 1 M LAH (in THF, 1.4 mL, 1.4 mmol) dropwise. The mixture was stirred for 30 min at this temperature and then warmed to room temperature and stirred overnight. The reaction mixture was cooled to 0° C. and quenched with Na2SO4.H2O carefully, then stirred several hours. The reaction was filtered through a short pad of Celite and washed with THF. The filtrate was evaporated to give 165 mg of the desired product as colorless oil. MS ESI +ve m/z 428 (M+H)+.

Provenance & Evidence