Sodium borohydride → HCID 54468844, compound

Participants

Reaction Steps

To a solution of 20 (24 mg, 0.059 mmol) in ethanol (2 mL) at 0° was added sodium borohydride (9 mg, 0.238 mmol). The reaction mixture was stirred at 0° for one hour before it was quenched with two drops of acetic acid. It was then diluted with saturated sodium chloride solution and extracted with chloroform three times. The combined organic layer was dried over magnesium sulfate. Purification of the crude product on TLC plates afforded 8 mg of 7-[2-(3-hydroxy-3-methyl-4,4-difluoro-1-octen-1-yl)-5-oxopyrrolidin-1-yl]-6-hydroxyheptanoic acid (21). IR (CH2Cl2): 3500-3200 (br), 1720, 1660 cm-1 ; PMR (CDCl3): δ5.95-5.60 (m, 2H), 4.40-2.80 (m, 4H), 2.60-1.20 (m, 21H), and 0.97 (t, 3H).

Provenance & Evidence