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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093998Generated: November 2, 2026

3-Oxabicyclo(3.1.0)hexane-2,4-dione → (1R,5S)-3-(2-oxo-2,3-dihydro-1H-indol-5-ylmethyl)-3-aza-bicyclo[3.1.0]-hexane-2,4-dione

https://huagongshe.com/reaction/1093998

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Oxabicyclo(3.1.0)hexane-2,4-dioneHCID 2734721—
Reactant5-(Aminomethyl)indolin-2-oneHCID 17982555—
SolventAcetic AcidHCID 176—
Product(1R,5S)-3-(2-oxo-2,3-dihydro-1H-indol-5-ylmethyl)-3-aza-bicyclo[3.1.0]-hexane-2,4-dioneHCID 66636255—

Reaction Steps

A solution of the compound obtained in Step C (15 mmoles) and 3-oxa-bicyclo[3.1.0]-hexane-2,4-dione (22.5 mmoles) in acetic acid (60 ml) is heated at reflux for 48 hours. The mixture is brought to ambient temperature and the solid formed is filtered off to yield the title product, which is used directly in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08133889B2
Source datasetuspto-grants-2012_03
ORD IDord-496e977a69bf4de9909cb4a7cb1901ae
Source noteuspto-grants-2012_03