HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Benzyloxirane, (S)- → 9-bromo-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-Bromospiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione | HCID 57661842 | — |
| Product | 9-bromo-1'-[(2S)-2-hydroxy-3-phenylpropyl]spiro[naphtho[1,2-b][1,4]oxathiine-2,4'-piperidine]-5,6-dione | HCID 57661914 | — |
Reaction Steps
Compound 188 was synthesized using 9-bromospiro[naphtho[1,2-b][1,4]oxathiine-2,4′-piperidine]-5,6-dione, (2S)-2-benzyloxirane and conditions outlined in procedure Y. M.p.=82-83° C.; 400 MHz 1H NMR (DMSO-d6) δ: 7.82-7.76 (m, 3H), 7.29-7.21 (m, 4H), 7.19-7.14 (m, 1H), 4.47-4.44 (m, 1H), 3.89-3.82 (m, 1H), 3.08 (s, 2H), 2.82-2.69 (m, 3H), 2.63-2.54 (m, 1H), 2.42-2.27 (m, 4H), 2.20-1.94 (m, 2H), 1.86-1.77 (m, 2H); LCMS: 514 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039503B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-3367cfe9abf14610ac8a0f2101079e15 |
| Source note | uspto-grants-2011_10 |