HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromooxan-2-one → ethyl((1S)-5-{3-[4-(6,7-dihydro-5h-pyrano[2,3-d][1,3]thiazol-2-yl)-2-propylphenoxy]propoxy}-2,3-dihydro-1h-inden-1-yl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromooxan-2-one | HCID 11062972 | — |
| Reactant | ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-propylphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate | HCID 16110446 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | ethyl((1S)-5-{3-[4-(6,7-dihydro-5h-pyrano[2,3-d][1,3]thiazol-2-yl)-2-propylphenoxy]propoxy}-2,3-dihydro-1h-inden-1-yl)acetate | HCID 16110465 | 29% |
Reaction Steps
A solution of ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-propylphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (0.5 g, 1.1 mmol) (Example 144) and 3-bromotetrahydro-2H-pyran-2-one (1.2 g, 6.6 mmol) (Example 151) in EtOH (anhydrous, 15 mL) was heated at 70° C. for 18 h. The reaction mixture was cooled to rt, and concentrated under reduced pressure. Purification by silica gel flash chromatography (EtOAc/hexane (v/v)=1:2) gave 0.17 g (29%) of the title compound as a light yellow oil. LC-MS: RT=4.52 min, (M+H)+:536.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906653B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-a1e49bcc1e2e478d91f501bca7fb6b8a |
| Source note | uspto-grants-2011_03 |