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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64781Generated: October 30, 2026

Water → 1-butoxycarbonylaminocycloprop-1-yl-carbonyl-L-leucyl-glycinamide

https://huagongshe.com/reaction/64781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantGlycinamide, L-leucyl-HCID 6993103—
Reactant1-Butoxycarbonylaminocyclopropane-1-carboxylic acidHCID 13134742—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product1-butoxycarbonylaminocycloprop-1-yl-carbonyl-L-leucyl-glycinamideHCID 53700334—

Reaction Steps

1.7 ml of triethylamine and 3.6 g of the N-hydroxysuccinimide ester of 1-butoxycarbonylaminocyclopropane-1-carboxylic acid were added to 2.3 g of L-leucyl-glycinamide in 30 ml of dioxane at 10° C., the reaction mixture was stirred for 1 hour at this temperature, 10 ml of water were added and the reaction was continued for 20 hours at room temperature. In the working up procedure, the mixture was taken up in ethyl acetate and the solution was washed successively with 10% strength aqueous citric acid solution, sodium carbonate solution and water, dried over sodium sulfate and evaporated down under reduced pressure. The residue was purified by chromatography over a silica gel column (elution with 10:1 dichloromethane/methanol) to give 3.1 g of 1-butoxycarbonylaminocycloprop-1-yl-carbonyl-L-leucyl-glycinamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04610818
Source datasetuspto-grants-1986_09
ORD IDord-b09bab42489e4663aa6270048be938e3
Source noteuspto-grants-1986_09