HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-hydroxy-3-(2-phenylethynyl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate → Tert-butyl 4-hydroxy-4-(2-phenylethynyl)-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-hydroxy-3-(2-phenylethynyl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate | HCID 57493817 | — |
| Reactant | Tert-butyl 4-oxo-1-oxa-9-azaspiro(5.5)undecane-9-carboxylate | HCID 57493827 | — |
| Product | Tert-butyl 4-hydroxy-4-(2-phenylethynyl)-1-oxa-9-azaspiro[5.5]undecane-9-carboxylate | HCID 57493828 | — |
Reaction Steps
The title compound was prepared following the method reported here for Compound 26a, substituting ethyl 2-oxo-4-oxa-8-azaspiro[4.5]decane-8-carboxylate with Compound 29b. After the usual work-up procedure the oily residue was purified by means of automated flash chromatography (SP1®TM-Biotage; Petroleum Ether-EtOAc gradient 9:1 to 6:4) to give 0.96 g of the title compound as a grey solid. Yield: 57.3%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580962B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-ade1f782d78d436e88da69e181c0e0d0 |
| Source note | uspto-grants-2013_11 |