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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44278Generated: October 27, 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/44278

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 numberUS08541412B2
Source datasetuspto-grants-2013_09
ORD IDord-82bbcddba0ae4cb4bd9c50f2aa200ad6
Source noteuspto-grants-2013_09