Sodium borohydride → HCID 131734863, compound

Participants

Reaction Steps

To a mixture of No. 5214357, a mixture of sodium and potassium (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxy-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate (100 mg, 0.147 mmol) and methanol (5 mL) was added NaBH4 (5.5 mg, 0.146 mmol) at room temperature. After stirring for 1.5 hours, NaBH4 (5.5 mg, 0.146 mmol) was added again. After stirring for 30 minutes, the consumption of the starting materials was confirmed by LCMS. Water was added and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated brine, and dried over anhydrous sodium sulfate. The filtrate was then concentrated under reduced pressure to obtain the title compound (100 mg, yield 99% or more, white solid).

Provenance & Evidence