Synthesis and facile end‐group quantification of functionalized PEG azides
نویسندگان
چکیده
Azido-functionalized poly(ethylene glycol) (PEG) derivatives are finding ever-increasing applications in the areas of conjugation chemistry and targeted drug delivery by their judicious incorporation into nanoparticle-forming polymeric systems. Quantification of azide incorporation into such PEG polymers is essential to their effective use. 1H Nuclear Magnetic Resonance (NMR) analysis offers the simplest approach; however, the relevant adjacent azide-bearing methylene protons are often obscured by the PEG manifold signals. This study describes the synthesis of 1,2,3-triazole adducts from their corresponding PEG azides via a convenient, mild click reaction, which facilitates straightforward NMR-based quantitative end-group analysis.This method was found to be compatible with many examples of bifunctional azido PEGs with molecular weights ranging from 2 to 18 kDa bearing a variety of functional groups. © 2016 The Authors. Journal of Polymer Science Part A: Polymer Chemistry Published by Wiley Periodicals, Inc. J. Polym. Sci., Part B: Polym. Phys. 2016, 54, 2888-2895.
منابع مشابه
Porous Acidic Catalyst, Functionalized with Imidazole Ionic Liquid ([SBA-Im]HSO4) as a Novel Phase Transfer Catalyst for The Aqueous Synthesis of Benzyl Thiocyanates and Azides
In the present study, application of porous acidic catalyst functionalized with an imidazoleionic liquid ([SBA-Im]HSO4) as a phase transfer catalyst for the facile preparation of benzylthiocyanates and azides in water has been described. The catalyst has been characterized byFourier transform infrared spectroscopy (FT-IR), scanning electron microscope (SEM), transmissionelectron microscopy (TEM...
متن کاملN-Sulfonylketenimines as Useful Synthons in a Novel Synthesis of Functionalized 2-Oxoindoline Derivatives
The synthesis of a novel class of 2-oxoindolin-3-ylidene-(1-arylhydrazinyl)-2-aryl(alkyl)ethylidene derivativesvia a copper-catalyzed tandem reaction of isatin, arylhydrazines, sulfonyl azides and terminal alkynes is described.
متن کاملMicrowave-Assisted Three Component Cyclocondensation Reaction: A Facile Synthesis of Highly Functionalized Cyclohexene Derivatives
Microwave-assisted three component cyclocondensation reactions of aldehydes, amides and dienophiles in the presence of acetic anhydride and para-toluenesulfonic acid as a catalyst to afford the highly substituted cyclohexene derivatives, in relatively good yields after several minutes are reported.
متن کاملOne-pot Synthesis and Characterization of Highly Functionalized Thiazoles
A facile and efficient one-pot three-step process for the synthesis of 5-acetyl-2-imino-4-methylthiazoles via the cyclocondensation of 3-thiocyanatoacetylacetone with various hydrazine or hydrazide derivatives in EtOH has been developed. 3-Thiocyanatoacetylacetone itself has been synthesized as the intermediate from substitution reaction of thiocyanate with 3-chloroacetylacetone. B...
متن کاملA Facile One-Pot Synthesis of Functionalized N-Hydroxypyrrole Mediated by Vinyl-Triphenylphosphonium Salt
Protonation of the reactive intermediates generated in the raction between dalkyl acetylenedicarboxylates and triphenylphosphine by isonitrosoacetophenone leads to vinyltriphenylphosphonium salts, which undergo intramolecular Wittig reaction to produce dalkyl 4-phenyl-N-hydroxypyrrole-2,3-dicarboxylates in moderate yields.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
عنوان ژورنال:
دوره 54 شماره
صفحات -
تاریخ انتشار 2016