Diisobutylaluminum hydride → HCID 88932536, compound

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Reaction Steps

DIBAL-H (2.3 mL, 2.300 mmol, 1.0 M in toluene) was slowly added to an orange solution of Example 33A (550 mg, 1.949 mmol) in dichloromethane (10 mL) at −75° C. The reaction was warmed to ambient temperature overnight. Quenched with methanol (10 mL), concentrated to an orange residue, and supported on silica gel. Chromatographed on a Grace Reveleris 12 g column, eluted with 0-60% EtOAc in dichloromethane (25 mL/min) to provide the title compound (135 mg, 0.418 mmol, 21.42% yield) as a beige solid, a mixture of 78% aldehyde and 22% methyl ester by proton NMR. MS (ESI+) m/z 253.1 (M+H).

Provenance & Evidence