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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1970494Generated: November 4, 2026

Ethylmorpholine → 4-((S)-2-tert-Butoxycarbonylamino-pent-4-enoyl)-piperazine-1-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1970494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylmorpholineHCID 7525—
Reactant1-Piperazinecarboxylic acid, ethyl esterHCID 8431—
ReactantO-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733286—
Reactant(2S)-2-(((tert-butoxy)carbonyl)amino)pent-4-enoic acidHCID 2734487—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4-((S)-2-tert-Butoxycarbonylamino-pent-4-enoyl)-piperazine-1-carboxylic acid ethyl esterHCID 66855027—

Reaction Steps

To a solution of 540 mg Boc-L-Allylglycine in 5 ml DMF were added 0.32 ml N-ethylmorpholine, 0.37 ml ethoxycarbonylpiperazine and 0.83 g TOTU at 0° C. The solution was stirred for 1 h before being diluted with ethyl acetate and extracted subsequently with aqueous LiCl (4%), 0.1 M HCl and half-saturated aqueous NaHCO3. The crude product obtained after evaporation of the solvent was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426420B2
Source datasetuspto-grants-2013_04
ORD IDord-2c8d583d638641998ee21dda74104df1
Source noteuspto-grants-2013_04