Sodium borohydride → HCID 24782884, compound

Participants

Reaction Steps

2-[4-(4-Oxothiolan-3-ylmethyl)phenyl]propionic acid (24 mg) obtained in Example 8 was dissolved in ethanol (1.0 ml), sodium borohydride (9.4 mg) was added stirring on an ice bath, and stirred for 1 hour. The reaction mixture was quenched with 2.0 M aqueous hydrochloric acid, and extracted with ethyl acetate. The aqueous layer was extracted again with ethyl acetate, and the organic layers were combined, and washed with saturated brine. The organic layer was dried over magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate/acetic acid=50/50/1) to give the compounds of Example 9-A (colorless crystals, 4.6 mg, 19%) and Example 9-B (colorless oil, 11.6 mg, 48%).

Provenance & Evidence