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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058338Generated: October 25, 2026

1,2-Dichloroethane → N-(tert-Butoxyacetyl)-D-phenylalanyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamide

https://huagongshe.com/reaction/1058338

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDimethylformamideHCID 6228—
ReactantHOAtHCID 181649—
ReactantBoc-D-phe-pro-OHHCID 1797945—
ReactantTert-butyl 2-(aminomethyl)-4-chlorobenzylcarbamateHCID 11149921—
ProductN-(tert-Butoxyacetyl)-D-phenylalanyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamideHCID 69939891—

Reaction Steps

To a solution of tert-Butyl 2-(aminomethyl)-4-chlorobenzylcarbamate (0.14 mmol, 37 mg), EDC (0.21 mmol, 40 mg), and Boc-D-Phe-Pro-OH (0.14 mmol, 50 mg), in 0.5 mL dimethylformamide, was added HOAT (0.15 mmol, 21 mg). The solution was stirred overnight and purified by prep HPLC to give N-(tert-Butoxyacetyl)-D-phenylalanyl-N-(2-{[(tert-butoxycarbonyl)amino]methyl}-5-chlorobenzyl)-L-prolinamide. Mass Spec ES (M+1)=615.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06515011B2
Source datasetuspto-grants-2003_02
ORD IDord-2ed7789c584847d9a31369e434f6a513
Source noteuspto-grants-2003_02