Heptane → HCID 18188678, compound

Participants

Reaction Conditions

Reaction Steps

A solution of Example 27D (0.52 g, 1.08 mmol) in dichloromethane (100 mL) at −78° C. was treated with disobutylaluminum hydride in heptane (1.30 mL, 1.30 mmol), stirred for 30 minutes at −78° C., and treated with ethyl acetate (10 mL) and sodium potassium tartrate (50 mL) to provide two layers. The layers were separated, and the aqueous layer was extracted with ethyl acetate. The extract was dried (Na2SO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 20-50% ethyl acetate/hexanes to provide the desired product. MS (ESI(−)Q1MS) m/z 490 (M−H)−.

Provenance & Evidence