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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281290Generated: October 27, 2026

4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-one → tert-butyl 9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-6,9-diazaspiro[4.5]decane-6-carboxylate

https://huagongshe.com/reaction/2281290

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methyl-5-((2R)-oxiran-2-yl)-2-benzofuran-1(3H)-oneHCID 59568646—
ReactantTert-butyl 6,9-diazaspiro[4.5]decane-6-carboxylateHCID 68089093—
SolventEthanolHCID 702—
Producttert-butyl 9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-6,9-diazaspiro[4.5]decane-6-carboxylateHCID 117642078—

Reaction Steps

A solution of 4-methyl-5-[(2R)-oxiran-2-yl]-2-benzofuran-1 (3H)-one (INTERMEDIATE 2) (38 mg, 0.20 mmol) in 2 mL ethanol was added to tert-butyl 6,9-diazaspiro[4.5]decane-6-carboxylate (42 mg, 0.20 mmol). The reaction mixture was microwaved at 140° C. for 55 minutes. The solvents were removed in vacuo to provide tert-butyl 9-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-6,9-diazaspiro[4.5]decane-6-carboxylate which was carried on without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139585B2
Source datasetuspto-grants-2015_09
ORD IDord-0f8a6b7ef0cd406e822125dc7464bea0
Source noteuspto-grants-2015_09