(R)-2-((4-Chlorophenoxy)methyl)oxirane → 1'-[(2R)-3-(4-chlorophenoxy)-2-hydroxypropyl]-9-phenylspiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione

Participants

Reaction Steps

Compound 213 was synthesized using 9-phenylspiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione and (2R)-2-[(4-chlorophenoxy)methyl]oxirane using conditions outlined in procedure Y. M.p.=111-112° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.96 (brs, 2H), 7.83 (d, J=8.0 Hz, 1H), 7.73 (d, J=8 Hz, 2H), 7.53 (t, J=7.2 Hz, 2H), 7.47 (m 1H), 7.28 (m, 2H), 6.92 (m, 2H), 4.88 (brs, 1H), 3.95 (brm, 2H), 3.84 (t, 8.8 Hz, 1H), 3.07 (s, 2H), 2.80 (m, 2H), 2.41 (m, 4H), 1.98 (m, 2H), 1.80 (m, 2H); LCMS: 562 [M+H].

Provenance & Evidence