反应详情

To tert-butyl 4-[2′-(2-{[(cyanomethyl)amino]carbonyl}-4-methylpentyl)[1,1′-biphenyl]-4-yl]-1-piperazinecarboxylate (407 mg, 0.808 mmol) in dry THF (10 mL) under dry nitrogen was gradually added a total of 6.5 equivalents of MeSO3H (total of 340 μL, 5.25 mmol) over a period of 3 days in portions of 1–2 equivalents at a time. Aqueous sat. NaHCO3 was added carefully and the product extracted with EtOAc (3×), dried over Na2SO4, concentrated in vacuo, and purified by flash chromatography over silica gel (NH4/OH/MeOH/CH2Cl2, 1/9/90) to afford N-(cyanomethyl)-4-methyl-2-{[4′-(1-piperazinyl)[1,1′-biphenyl]-2-yl]methyl}pentanamide.

1. extractionthe product extracted with EtOAc (3×)
2. dry with materialdried over Na2SO4
3. concentrationconcentrated in vacuo
4. custompurified by flash chromatography over silica gel (NH4/OH/MeOH/CH2Cl2, 1/9/90)