(S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-((S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl)-1,3-oxazinan-2-one → HCID 70652042, compound

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Reaction Steps

The title compound was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-{(S)-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]ethyl}-1,3-oxazinan-2-one and 3-(4-bromo-2-oxo-2H-pyridin-1-yl)-azetidine-1-carboxylic acid tert-butyl ester following a procedure analogous to that described in Example 26, followed by removal of the tert-butoxycarbonyl group using F3CCO2H in CH2Cl2. LC (method 4): tR=0.82 min; Mass spectrum (ESI+): m/z=502 [M+H]+; 1H NMR (CDCl3) δ 1.05 (s, 3H), 1.12 (s, 3H), 1.49 (d, 3H), 2.10-2.22 (m, 4H), 2.34 (m, 1H), 2.72 (m, 1H), 3.71 (m, 2H), 4.13 (m, 2H), 5.52 (m, 1H), 5.64 (m, 1H), 6.40 (m, 1H), 6.61 (m, 1H), 6.97 (d, 2H), 7.25 (m, 7H), 7.71 (d, 1H).

Provenance & Evidence