Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 444991Generated: October 31, 2026

Diisopropylethylamine → HCID 58079444, compound

https://huagongshe.com/reaction/444991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 9857522—
ReactantHCID 58079467HCID 58079467—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58079444HCID 58079444101.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-(14-tert-Butoxycarbonyl tetradecyloxy) isophthalic acid 3-tert-butyl ester (0.15 g, 0.28 mmol) was dissolved in THF (2 ml). DIEA (58 μl, 0.34 mmol) was added, and the solution was cooled to 0° C. TSTU (0.10 g, 0.28 mmol) was added. The reaction was stirred at 0° C. for 30 min and then at rt for 16 h. The sample was concentrated under vacuum to near dryness. AcOEt (20 ml) was added and the solution was washed with 0.2 N HCl and sat. NaHCO3 (3×5 ml each), dried over MgSO4 and concentrated to yield a residue (0.18 g). The residue was purified by flash chromatography (silica: AcOEt/heptane 3:7 (0.5 l), 1:1 (0.2 l)) yielding an oil with white solids (55 mg, 31%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476228B2
Source datasetuspto-grants-2013_07
ORD IDord-45057b1330184e82a21ee4f810741584
Source noteuspto-grants-2013_07