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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1457965Generated: November 2, 2026

4-Toluenesulfonyl chloride → 1,5-Diazabicyclo(4.3.0)non-5-ene

https://huagongshe.com/reaction/1457965

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Toluenesulfonyl chlorideHCID 7397—
Reactant2,6-LutidineHCID 7937—
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
SolventPyridineHCID 1049—
Product1,5-Diazabicyclo(4.3.0)non-5-eneHCID 76349—
Product1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—

Reaction Steps

This compound is converted into sulfonate by allowing it to react with methanesulfonyl chloride or p-toluenesulfonyl chloride using triethylamine, pyridine or the like base as an acid-removing agent, and the resulting compound is then allowed to react with pyridine, 2,6-lutidine or the like aromatic heterocyclic compound or 1,8-diazabicyclo[5.4.0]undec-7-ene, 1,5-diazabicyclo[4.3.0]non-5-ene or the like organic base to give ethyl 1-tert-butoxycarbonylaminocyclobutanepropenoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05849757
Source datasetuspto-grants-1998_12
ORD IDord-9428948651b340cf9b97831b0e57e9e8
Source noteuspto-grants-1998_12