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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643823Generated: October 31, 2026

(2S,4R)-2-((1S 2R)1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert.butyl ester → (1S,2R)-1-[(2S,4R)-(4-Hydroxy-pyrrolidine-2-carbonyl)-amino]-2-vinyl-cyclopropanecarboxylic acid ethyl ester

https://huagongshe.com/reaction/643823

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2S,4R)-2-((1S 2R)1-Ethoxycarbonyl-2-vinyl-cyclopropylcarbamoyl)-4-hydroxy-pyrrolidine-1-carboxylic acid tert.butyl esterHCID 57563804—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product(1S,2R)-1-[(2S,4R)-(4-Hydroxy-pyrrolidine-2-carbonyl)-amino]-2-vinyl-cyclopropanecarboxylic acid ethyl esterHCID 68409004—

Reaction Steps

Compound 13 was kept in 30% trifluoroacetic acid in dichloromethane and 1% MeOH for 2 hrs before it was concentrated to dryness. The residue was re-dissolved in dichloromethane and during stirring 1N NaOH was added to pH 10-11. The organic layer was separated and concentrated which gave 1.6 g of the title product. HPLC purity ca. 90% M+H+ 269.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700552B2
Source datasetuspto-grants-2010_04
ORD IDord-8f47213811e9414995c0684fa93e2e4f
Source noteuspto-grants-2010_04