(3-hydroxyphenyl)boronic Acid → tert-butyl 5-(3-hydroxyphenyl)-2H-1,4-oxazine-4(3H)-carboxylate

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Reaction Steps

This compound was prepared from tert-butyl 5-((diphenoxyphosphoryl)oxy)-2H-1,4-oxazine-4(3H)-carboxylate and 3-hydroxyphenylboronic acid using a procedure similar to that described in Example 2 (Steps 1-3a) above. The product was isolated as an off-white solid (35% yield); 1H-NMR (d6-DMSO) 1.08 (9H, s), 3.65 (2H, t), 4.07 (2H, t), 6.34 (1H, s), 6.58-6.63 (3H, m), 7.06 (1H, m), 9.23 (1H, s); MS ES(+) 222.1 (M+-tBu); Anal. Calcd for C15H19NO4: C, 64.97; H, 6.91; N, 5.05. Found: C, 64.77; H, 7.08; N, 4.85. IR λmax=3365, 1666 cm−1.

Provenance & Evidence