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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434504Generated: October 31, 2026

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

https://huagongshe.com/reaction/1434504

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 numberUS07615532B2
Source datasetuspto-grants-2009_11
ORD IDord-2409bac72a5f4924bd39fda8b6b9da92
Source noteuspto-grants-2009_11