Aluminium lithium hydride → 2-((3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-yl)ethanol

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Reaction Steps

LiAlH4 (1.077 ml, 1.077 mmol) was added to a stirred, cooled (0° C.) mixture of ethyl 2-((3aR,6R,6aS)-6-((tert-butyldimethylsilyl)oxy)hexahydrofuro[3,2-b]furan-3-yl)acetate (178 mg, 0.539 mmol) in THF (5 ml) and the mixture was stirred at room temperature for 2 h. The reaction mixture was quenched with 1N NaOH (1 mL), stirred for 10 minutes, filtered through Celite™ and washed with EtOAc (50 mL). The solution was washed with brine (20 mL), dried (Na2SO4) and concentrated to dryness to give title compound. LC-MS: calculated for C14H28O4Si 288.18 observed m/e: 289.21 (M+H)+ (Rt 1.16/2 min)

Provenance & Evidence