![(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid structure](https://static.chemtradehub.com/structs/630/63039-48-5-b66d.webp "(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid structure")
(2S)-2-({[(2-Methyl-2-propanyl)oxy]carbonyl}amino)-4-pentynoic acid
CAS Number:
63039-48-5
Molecular Formula:
C10H15NO4
Reactive imidazole intermediates: simplified synthetic approach to functional aliphatic cyclic carbonates
Literature Information
Publication Date
2014-08-13
DOI
10.1039/C4PY00911H
Impact Factor
5.582
Authors
Johan V. Olsson, Daniel Hult, Yanling Cai, Sandra García-Gallego, Michael Malkoch
View Original
Abstract
Reactive imidazole intermediates based on AB2 and A3 monomers, i.e. bis(methylol) propionic acid (bis-MPA) and trimethylolpropane (TMP) have successfully been synthesized and isolated on a 100 gram scale via a facile synthetic protocol using 1,1′-carbonyldiimidazole (CDI) as a key reagent. The robustness of the imidazole intermediates as bench stable precursors enabled the synthesis of a library of functional cyclic carbonates bearing relevant functionalities including hydrophilic PEGs, bioactive cholesterol and clickable groups. A number of functional polycarbonates were obtained by ring-opening polymerization, and their relevance in biomedical applications was highlighted by their low cytotoxicity on human dermal fibroblasts (hDF).
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
457
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Recommended Compounds
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10-(1-Azabicyclo[2.2.2]oct-3-ylmethyl)-10H-phenothiazine
CAS Number:
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Molecular Formula:
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