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Ethyl 2 bromopropionate

Manufactured by Merck Group
Sourced in United States

Ethyl-2-bromopropionate is a chemical compound used in various laboratory applications. It is a colorless liquid with a characteristic odor. The core function of this product is to serve as a versatile reagent and intermediate in organic synthesis and chemical reactions.

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4 protocols using ethyl 2 bromopropionate

1

Radiolabeling of [18F]-FDG Tracer

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All chemicals obtained commercially were used without further purification unless otherwise indicated. [18F]-FDG was prepared as previously reported [28 (link)]. Ethyl-2-bromopropionate, acetonitrile (MeCN), dimethylsulfoxide (DMSO), N,N-diisopropylethylamine (DIPEA), bis(4-nitrophenyl)carbonate (NPC), tri-fluoroacetic acid (TFA), and Kryptofix 222 (K2.2.2) were purchased from Sigma-Aldrich (Milwaukee, WI, USA). Sep-Pak light QMA cartridges, Sep-Pak plus C18 cartridges, and Oasis HLB cartridges were achieved from Waters Corporation (Milford, MA, USA). Sep-Pak light QMA cartridges were preconditioned with 5 ml NaHCO3 aqueous (8.4%) and 10 ml H2O before using. Sep-Pak plus C18 and Oasis HLB cartridges were preconditioned with 10 ml ethanol and water, respectively, before using. High-performance liquid chromatography (HPLC) separation was performed on at the PET-MF-2V-IT-1 synthesizer (PET Co. Ltd., Beijing, China) building HPLC system with a semipreparative reverse-phase C18 column (106 and 250 mm) equipped with a UV detector (Alltech 201, USA) and a radioactivity detector (PET Co. Ltd., China). The mobile phase was 50% solvent A (0.1% TFA in water): 50% solvent B (0.1% TFA in MeCN) with the flow rate of 4 ml/min.
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2

Photochemically Activated Polymer Synthesis

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Tris(2‐pyridylmethyl)amine (TPMA, 98 %), copper(II)bromide (CuBr2, 99 %, Aldrich), ethyl α‐bromophenylacetate (EBPA, 97 %), ethyl 2‐bromopropionate (EBP, 99 %), N,N,N′,N′′,N′‐pentamethyldiethylentriamine (PMDETA, 99 %), and α,α‐dimethoxy‐α‐phenylacetophenone (DMPA, 99 %) were purchased from Sigma–Aldrich and used as received. Methyl methacrylate (M8, 99 %, Sigma–Aldrich), phenylacrylate (M6, 98 %, TCI) and cinnamyl methacrylate (M5, Polysciences) are passed through a plug of basic alumina before use to remove the inhibitor. 2‐[3‐(2H‐Benzotriazol‐2‐yl)‐4‐hydroxyphenyl]ethyl methacrylate (M1, 99 %), 2‐(4‐benzoyl‐3‐hydroxyphenoxy)ethyl acrylate (M2, 98 %), 9‐vinylcarbazole (M3, 99 %) and 9‐vinylanthracene (M4, 97 %) were purchased from Sigma–Aldrich and used as received. The NIR sensitizer Sens (5‐(6‐(2‐(3‐ethyl‐1,1‐dimethyl‐1H‐benzo[e]indol‐2(3H)‐ylidene)ethylidene)‐2‐(2‐(3‐ethyl‐1,1‐dimethyl‐1H benzo[e]‐indol‐3‐ium‐2‐yl)vinyl)cyclohex‐1‐en‐1‐yl)‐1,3‐dimethyl‐2,6‐dioxo‐1,2,3,6 tetrahydropyrimidin‐4‐olate) was received from FEW Chemicals GmbH as S2265. N,N‐Dimethylformamide (DMF, anhydrous, 99.8 %) was purchased from Acros Organics and stored over activated molecular sieves. Methanol (99.9 %, Bernd Kraft), tetrahydrofurane (THF, 99.9 %, Carl Roth) and 2‐butanone (99.0 %, Sigma Aldrich) were used as received.
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3

Synthesis of Multifunctional Peptide Polymers

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All reagents were used without further purification unless otherwise specified. Dimethyl 2,6-dibromoheptanedioate, ethyl 2-bromopropionate (EBP), copper(I) acetate, copper(I) bromide, N,N,N’N’,N”-pentamethyldiethylenetriamine (PMDETA), tert-butyl acrylate, alumina inhibitor removal column, and trifluoroacetic acid (TFA) were purchased from Sigma-Aldrich (St Louis, MO, USA). tert-Butyl acrylate was purified by passing through an alumina inhibitor removal column. Sodium azide, acetic anhydride, N,N-dimethylformamide (DMF), tetrahydrofuran (THF), methanol, toluene, and dichloromethane (DCM) were purchased from Fisher Scientific (Pittsburgh, PA, USA). Fmoc-L-valine–OH, Fmoc-L-isoleucine–OH, Fmoc-L-glycine–OH, and Fmoc-L-proline–OH were purchased from Protein Technologies, Inc. (Tucson, AZ, USA), and Fmoc-L-propargylglycine–OH was purchased from AnaSpec, Inc. (Fremont, CA). Water was deionized and filtered through a Barnstead NANOpure Diamond water purification system (Thermo Scientific, Dubuque, IA, USA).
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4

Synthesis of Ethyl 2-Azidopropionate

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Ethyl 2-bromopropionate (99%, Sigma Aldrich) and NaN3 (≥99.5%, Sigma Aldrich) were used to synthesise ethyl 2-azidopropionate according to a procedure in the literature.44 (link) Propargyl alcohol (99%, Alfa Aesar), copper(ii) chloride, copper(ii) sulfate anhydrous, N,N,N′,N′′,N′′-pentamethyldiethylenetriamine (99%, PMDETA), tris[2-(dimethylamino)ethyl]amine (97%, Me6TREN), 1,5-pentanediamine (≥97%, PDA), diethylamine (≥99.5%, DEA), methyl acrylate (99%) and deuterochloroform (≥99%, CDCl3) were obtained from Sigma-Aldrich, and were used without further purification. Isopropylthioxanthone (ITX, Fluka, a mixture of 2- and 4-isomers) was used as a photoinitiator.
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