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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269642Generated: October 29, 2026

1,2-Dichloroethane → Benzyl[2-({(2s)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoyl}amino)ethyl]carbamate

https://huagongshe.com/reaction/269642

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant(2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acidHCID 7269338—
ReactantBenzyl N-(2-aminoethyl)carbamate hydrochlorideHCID 12715871—
SolventDimethylformamideHCID 6228—
ProductBenzyl[2-({(2s)-5-{[(benzyloxy)carbonyl]amino}-2-[(tert-butoxycarbonyl)amino]pentanoyl}amino)ethyl]carbamateHCID 131727156—

Reaction Steps

Preparation takes place in analogy to Example 79A from 300 mg (0.82 mmol) of N5-[(benzyloxy)carbonyl]-N-(tert-butoxycarbonyl)-L-ornithine and 246 mg (1.06 mmol) of benzyl (2-aminoethyl)carbamate hydrochloride in 6 ml of dimethylformamide with the addition of 204 mg (1.06 mmol) of EDC, 33 mg (0.25 mmol) of HOBt and 148 mg (1.15 mmol) of N,N-diisopropylethylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446102B2
Source datasetuspto-grants-2008_11
ORD IDord-e856a93f80f14b63b9ac5a853cc27810
Source noteuspto-grants-2008_11