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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022422Generated: November 1, 2026

Diisopropylethylamine → 5-{9-[3-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-propylcarbamoyl]-nonyloxy}-isophthalic acid di-tert-butyl ester

https://huagongshe.com/reaction/1022422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 9857522—
Reactant5-[9-(3-Carboxy-propylcarbamoyl)-nonyloxy]-isophthalic Acid Di-tert-butyl EsterHCID 68442485—
SolventTetrahydrofuranHCID 8028—
Product5-{9-[3-(2,5-Dioxo-pyrrolidin-1-yloxycarbonyl)-propylcarbamoyl]-nonyloxy}-isophthalic acid di-tert-butyl esterHCID 87455970—

Reaction Steps

To a solution of 5-[9-(3-Carboxy-propylcarbamoyl)-nonyloxy]-isophthalic acid di-tert-butyl ester (62 mg, 0.11 mmol) in dry THF (2 ml) was added DIPEA (0.05 ml) and TSTU (41 mg, 0.14 mmol). The mixture was stirred at room temperature under nitrogen over night. The mixture was concentrated and EtOAc was added to the residue. The precipitate was removed by filtration. The filtrate was washed with 0.1 N HCl (2×) and brine (1×), dried (Na2SO4) and concentrated to give a clear syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722620B2
Source datasetuspto-grants-2014_05
ORD IDord-c8b64bf5562849d58bef4b39a1abe703
Source noteuspto-grants-2014_05