HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Benzyloxirane, (S)- → 9-fluoro-1'-[(2S)-2-hydroxy-3-phenylpropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Benzyloxirane, (S)- | HCID 11018915 | — |
| Reactant | 9-Fluorospiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione | HCID 57661937 | — |
| Product | 9-fluoro-1'-[(2S)-2-hydroxy-3-phenylpropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione | HCID 57661958 | — |
Reaction Steps
Compound 220 was synthesized using 9-fluorospiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2S)-2-benzyloxirane and conditions outlined in procedure Y. M.p.=77-79° C.; 400 MHz 1H NMR (CDCl3) δ: 8.08 (dd, J=8.6, 5.9 Hz, 1H), 7.37 (dd, J=9.4, 2.7 Hz, 1H), 7.34-7.28 (m, 2H), 7.27-7.21 (m, 3H), 7.14 (td, J=8.2, 2.7 Hz, 1H), 4.04-3.95 (m, 1H), 2.98-2.82 (m, 2H), 2.93 (s, 2H), 2.79-2.66 (m, 3H), 2.54-2.37 (m, 3H), 2.16-2.08 (m, 2H), 1.97-1.80 (m, 2H); LCMS: 454 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039503B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-176c1e26aaca4364bd3b97db90552440 |
| Source note | uspto-grants-2011_10 |