Potassium Hydroxide → HCID 86690059, compound

Participants

Reaction Conditions

Reaction Steps

1-((Benzyloxy)carbonyl)-4-((4-phenoxyphenyl)sulfonyl)piperidine-4-carboxylic acid was synthesized as shown in FIG. 11. A 250 ml RBF was charged with the 1.75 g of 1-benzyl 4-methyl 4-((4-phenoxyphenyl)sulfonyl)piperidine-1,4-dicarboxylate (3.39 mmole), 0.57 g (10.16 mmole) potassium hydroxide in 30 ml ethanol/7.5 ml water. The reaction mixture was stirred at 50° C. with LCMS monitoring. LCMS analysis indicated ˜80% conversion after 1 hr and approximately 90% conversion after 2 hr with a trace of impurities appearing. The solution was concentrated to ¼ volume and partitioned between EA and 10% aq. Citric acid. The organics were washed with brine, dried, and concentrated in vacuo. The product was vacuum dried overnight to yield 1.6 g (95% yield) white solid that was used in Step 3.

Provenance & Evidence