HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1-{[tert-Butyl(dimethyl)silyl]oxy}-7-phenylheptyl)-1,3-oxazole → 2-(7-Phenylheptanoyl)oxazole-5-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1-{[tert-Butyl(dimethyl)silyl]oxy}-7-phenylheptyl)-1,3-oxazole | HCID 68523722 | — |
| Reactant | 2-(1-(tert-Butyldimethylsilyloxy)-7-phenylheptyl)oxazole-5-carbaldehyde | HCID 86640152 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(7-Phenylheptanoyl)oxazole-5-carbaldehyde | HCID 11991894 | 87% |
Reaction Steps
2-(1-(tert-Butyldimethylsilyloxy)-7-phenylheptyl)oxazole-5-carbaldehyde. The title compound was prepared from 2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazole (122 mg, 0.327 mmol) and N,N-dimethylformamide following General Procedure K. Flash chromatography (2-10% EtOAc/hexanes) yielded the title compound as a clear oil (114 mg, 87%): 1H NMR (CDCl3, 600 MHz) δ 9.77 (s, 1H), 7.78 (s, 1H), 7.27-7.25 (m, 2H), 7.17-7.15 (m, 3H), 4.86 (t, 1H, J=7.0 Hz), 2.58 (t, 2H, J=7.5 Hz), 1.91-1.85 (m, 2H), 1.62-1.57 (m, 2H), 1.43-1.33 (m, 6H), 0.88 (s, 9H), 0.07 (s, 3H), −0.02 (s, 3H); 13C NMR (CDCl3, 150 MHz) δ 177.5, 170.8, 150.5, 143.6, 137.8, 129.2, 129.1, 126.5, 69.5, 37.2, 36.8, 32.2, 29.9, 29.9, 26.5, 25.8, 19.1, −4.2, −4.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268817B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-f9aba6a868e54a91a3ec899eefd1b04c |
| Source note | uspto-grants-2012_09 |