Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445420Generated: November 3, 2026

Trifluoroacetic acid → 1-[(4-Hydroxy-pyrrolidine-2-carbonyl)-amino]-2-vinyl-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/1445420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant2-(1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 23571603—
SolventDichloromethaneHCID 6344—
Product1-[(4-Hydroxy-pyrrolidine-2-carbonyl)-amino]-2-vinyl-cyclopropanecarboxylic acid ethyl esterHCID 66871268—

Reaction Conditions

Temperature0 °C

Reaction Steps

Compound 122 (10.5 g, 28.4 mmol) was dissolved in DCM (70 ml) and cooled to 0° C., TFA (35 ml) was added. After appr 1 h the solution was evaporated and neutralized with aqueous sodium carbonate and evaporated on silica. Purification of the crude product by column chromatography on silica (MeOH/DCM: 15/85) gave 9.7 g of still unpure compound title compound. This material was used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666834B2
Source datasetuspto-grants-2010_02
ORD IDord-95aba84575fd4219bb7b922eeda5e7d6
Source noteuspto-grants-2010_02