Quinoline-3-boronic acid → (S)-2-tert-butoxy-2-(3-methyl-1-(quinolin-3-yl)naphthalen-2-yl)acetic acid

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Reaction Steps

(S)-2-tert-Butoxy-2-(3-methyl-1-(quinolin-3-yl)naphthalen-2-yl)acetic acid (16) was prepared following the procedure to make (S)-2-tert-butoxy-2-(1-cyclohexenyl-3-methylnaphthalen-2-yl)acetic acid of Example 6, using quinolin-3-ylboronic acid instead of cyclohexenylboronic acid. The compound is an atropisomer mixture. 1H-NMR: 400 MHz, (CD3OD) δ: 9.20-8.50 (m, 2H), 8.18 (m, 1H), 8.08 (m, 1H), 7.95 (m, 1H), 7.80 (m, 3H), 7.40 (t. 1H), 7.25 (t, 1H), 7.06 (m, 1H), 5.19 (s, 1H), 2.62 (d, 3H), 0.95, 0.86 (s, 9H). LCMS-ESI+ (m/z): [M+H]+ calcd for C26H26NO3: 400.48. found: 400.2.

Provenance & Evidence