Lithium Hydroxide → (+/-)-2-Methyl-2-(methylsulfonyl)-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]butanoic acid

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Reaction Steps

The title compound (5.47 g, 100%) was prepared from (+/−)-ethyl 2-methyl-2-(methylsulfonyl)-4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]butanoate (5.2 g, 12.7 mmol) and lithium hydroxide (2.13 g, 50.8 mmol) by a procedure analogous to that described for (+/−)-4-(4-bromophenyl)-2-methyl-2-(methylsulfonyl)butanoic acid (II/Step 3-Preparation Number 2). LCMS m/z 381.6 (M−1). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.36 (s, 12H) 1.75 (s, 3H) 2.19-2.30 (m, 1H) 2.44-2.55 (m, 1H) 2.56-2.67 (m, 1H) 2.76-2.87 (m, 1H) 3.09 (s, 3H) 7.23 (d, J=8.01 Hz, 2H) 7.76 (d, J=8.20 Hz, 2H).

Provenance & Evidence