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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476354Generated: October 31, 2026

Diisopropylethylamine → C20-Otbu-glu(otbu)-aeea-aeea-osu

https://huagongshe.com/reaction/476354

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(2,5-Dioxopyrrolidin-1-yl)-1,1,3,3-tetramethylisouronium tetrafluoroborateHCID 9857522—
Reactant(S)-22-(tert-Butoxycarbonyl)-45,45-dimethyl-10,19,24,43-tetraoxo-3,6,12,15,44-pentaoxa-9,18,23-triazahexatetracontanoic acidHCID 86644529—
SolventAcetonitrileHCID 6342—
ProductC20-Otbu-glu(otbu)-aeea-aeea-osuHCID 8664453199%

Reaction Steps

To a solution of 19-{(S)-1-tert-Butoxycarbonyl-3-[2-(2-{[2-(2-carboxymethoxyethoxy)ethyl-carbamoyl]methoxy}ethoxy)ethylcarbamoyl]propylcarbamoyl}nonadecanoic acid tert-butyl ester (3.1 g) in acetonitrile (50 ml) was added TSTU (1.39 g) and DIPEA (0.91 ml). The mixture was stirred at room temperature over night and then concentrated in vacuo. To the residue was added aqueous 0.1 N HCl (100 ml) and ethyl acetate (200 ml). The layers were separated and the aqueous layer was extracted with ethyl acetate (50 ml). The combined organic layers were washed with water and brine, dried (magnesium sulphate) and concentrated in vacuo to give an oil. Yield 99% (3.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637647B2
Source datasetuspto-grants-2014_01
ORD IDord-3e7bc951a607419d83bc2f844d9184c1
Source noteuspto-grants-2014_01