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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269607Generated: October 25, 2026

1,2-Dichloroethane → Benzyl {(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)carbonyl]butyl}carbamate

https://huagongshe.com/reaction/269607

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantN-BOC-ethylenediamineHCID 187201—
ReactantZ-Ndelta-Boc-L-ornithineHCID 7350734—
SolventDimethylformamideHCID 6228—
ProductBenzyl {(1S)-4-[(tert-butoxycarbonyl)amino]-1-[({2-[(tert-butoxycarbonyl)amino]ethyl}amino)carbonyl]butyl}carbamateHCID 86624494—

Reaction Steps

Under argon, 300 mg (0.82 mmol) of N2-[(benzyloxy)carbonyl]-N5-(tert-butoxycarbonyl)-L-ornithine and 171 mg (1.06 mmol) of tert-butyl-(2-aminoethyl)carbamate are dissolved in 6 ml of dimethylformamide. Then, at 0° C. (ice bath), 204 mg (1.06 mmol) of EDC and 33 mg (0.25 mmol) of HOBt are added. The mixture is slowly warmed to RT and stirred at RT for 12 h. The solution is concentrated in vacuo and the residue is taken up with ethyl acetate. The organic phase is washed successively with saturated sodium bicarbonate and sodium chloride solutions, dried over magnesium sulfate and evaporated in vacuo. The remaining solid is dried under high vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446102B2
Source datasetuspto-grants-2008_11
ORD IDord-c4bb13a3658348daa69d108f9faa79a8
Source noteuspto-grants-2008_11