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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748238Generated: October 25, 2026

2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborate → 19-{1-tert-Butoxycarbonyl-3-[2-(2-{2-[2-(2-carboxyethoxy)ethoxy]ethoxy}ethoxy)ethylcarbamoyl]propyl-carbamoyl}nonadecanoic acid tert-butyl ester

https://huagongshe.com/reaction/1748238

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 9857522—
ReactantAmino-PEG4-acidHCID 22731902—
Reactant2-(19-tert-Butoxycarbonylnonadecanoylamino)pentanedioic acid 1-tert-butyl ester 5-(2,5-dioxopyrrolidin-1-yl)esterHCID 86644530—
SolventTetrahydrofuranHCID 8028—
Product19-{1-tert-Butoxycarbonyl-3-[2-(2-{2-[2-(2-carboxyethoxy)ethoxy]ethoxy}ethoxy)ethylcarbamoyl]propyl-carbamoyl}nonadecanoic acid tert-butyl esterHCID 87275419—

Reaction Steps

2-(19-tert-Butoxycarbonylnonadecanoylamino)pentanedioic acid 1-tert-butyl ester 5-(2,5-dioxopyrrolidin-1-yl) ester (0.56 g, 0.822 mmol) was dissolved in THF (20 mL), 3-(2-{2-[2-(2-amino-ethoxy)-ethoxy]ethoxy}ethoxy)propionic acid (0.22 g, 0.82 mmol) in THF (20 mL) was added and the mixture stirred at RT for 3 h. LCMS indicated the reaction was finished (MS: m/z 831 (M+1)) and the reaction mixture was used directly for the following reaction with TSTU.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150633B2
Source datasetuspto-grants-2015_10
ORD IDord-ba6ed745e96a47109237b315300cb0af
Source noteuspto-grants-2015_10