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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72096Generated: October 28, 2026

Diisopropylethylamine → 1-tert-Butyl 18-(2,5-dioxopyrrolidin-1-yl) octadecanedioate

https://huagongshe.com/reaction/72096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 9857522—
ReactantOctadecanedioic acid, mono(1,1-dimethylethyl) esterHCID 27282472—
SolventTetrahydrofuranHCID 8028—
Product1-tert-Butyl 18-(2,5-dioxopyrrolidin-1-yl) octadecanedioateHCID 5824921329%

Reaction Steps

To a solution of mono-tert-butyl octadecanedioate (1,00 g, 2.7 mmol) in dry THF (8 ml), was added DIPEA (0,555 ml, 3.2 mmol) followed by TSTU (1,00 g, 3.2 mmol). The reaction mixture was stirred under nitrogen for 18 h. The solvent had evaporated. AcOEt was added to the residue and the resulting suspension was filtered. The filtrate was washed with cold 0.1 M HCl (2×) and water, dried and concentrated to give succinimidyl tert-butyl octadecandioate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08828923B2
Source datasetuspto-grants-2014_09
ORD IDord-16fecb24f7d54ed6b70f03642d1087c7
Source noteuspto-grants-2014_09