HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methyl-1,2-oxazole-3-carbaldehyde → 6-Cyclopentyl-6-[2-(3-fluoro 4-isopropoxy-phenyl)-ethyl]-4-hydroxy-3-(5-methyl-isoxazol-3-ylmethyl)-5,6-dihydro-pyran-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methyl-1,2-oxazole-3-carbaldehyde | HCID 2795222 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 6-(3-fluoro-4-isopropoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione | HCID 16076111 | — |
| Product | 6-Cyclopentyl-6-[2-(3-fluoro 4-isopropoxy-phenyl)-ethyl]-4-hydroxy-3-(5-methyl-isoxazol-3-ylmethyl)-5,6-dihydro-pyran-2-one | HCID 58762745 | — |
Reaction Steps
The title compound was prepared by coupling 6-Cyclopentyl-6-[2-(3-fluoro-4-isopropoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione from Step 1 of Example B(14), to 5-Methyl-isoxazole-3-carbaldehyde using the AlCl3/reduction procedure described for Example B(13). 1H NMR (CDCl3): δ 1.32 (d, J=6 Hz, 6H), 1.44-1.92 (brm, 8H), 2.05 (m, 2H), 2.44-2.88 (m, 8H), 2.95 (s, 3H), 4.47 (m, 1H), 6.72-6.92 (m, 2H), 7.66 (m, 2H). ESIMS (MH+): 458.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07473790B2 |
| Source dataset | uspto-grants-2009_01 |
| ORD ID | ord-583c42e65c804e05b0612f12f174b940 |
| Source note | uspto-grants-2009_01 |