2-Benzyloxirane, (S)- → 9-chloro-1'-[(2S)-2-hydroxy-3-phenylpropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

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Reaction Steps

Compound 193 was synthesized using 9-chlorospiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2S)-2-benzyloxirane and conditions outlined in procedure Y. M.p.=92-96° C., 400 MHz 1H NMR (CDCl3) δ: 7.99-7.97 (d, J=8.21 Hz, 1H), 7.667-7.662 (d, J=1.95 Hz, 1H), 7.46-7.43 (dd, J=1.56, 7.82 Hz, 1H), 7.33-7.23 (m, 5H), 4.01-3.94 (m, 1H), 3.33 (br s, 1H), 2.93-2.82 (m, 4H), 2.74-2.70 (m, 3H), 2.51-2.41 (m, 3H), 2.14-2.10 (d, J=13.7 Hz, 2H), 1.94-1.80 (m, 2H); LCMS: 470 [M+H].

Provenance & Evidence