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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040859Generated: October 27, 2026

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

https://huagongshe.com/reaction/2040859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 3-hydroxy-3-(2-phenylethynyl)-1-oxa-8-azaspiro[4.5]decane-8-carboxylateHCID 57493817—
ReactantTert-butyl 4-oxo-1-oxa-9-azaspiro(5.5)undecane-9-carboxylateHCID 57493827—
ProductTert-butyl 4-hydroxy-4-(2-phenylethynyl)-1-oxa-9-azaspiro[5.5]undecane-9-carboxylateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-ade1f782d78d436e88da69e181c0e0d0
Source noteuspto-grants-2013_11