Description

N-((E)-3-(1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)allyl)-2,2,2-trifluoroacetamide (CAS: 869222-68-4) is a high-purity nucleoside derivative designed for advanced biochemical and pharmaceutical research. This compound features a trifluoroacetamide-modified uridine scaffold, making it a valuable intermediate in the synthesis of modified nucleotides, nucleic acid analogs, and potential therapeutic agents. With a molecular formula of C₁₄H₁₆F₃N₃O₇, it is characterized by its precise stereochemistry and functional group compatibility for further derivatization. Ideal for researchers investigating RNA/DNA modifications, antiviral drug development, or enzyme-substrate interactions, this product is rigorously tested for purity and stability. Available in customizable quantities with comprehensive analytical data (HPLC, NMR, MS) to ensure reproducibility and reliability in your experiments.

Properties

• CAS Number: 869222-68-4
• Complexity: 679
• IUPAC Name: N-[(E)-3-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-2,4-dioxo-pyrimidin-5-yl]allyl]-2,2,2-trifluoro-acetamide
• InChI: InChI=1S/C14H16F3N3O7/c15-14(16,17)12(25)18-3-1-2-6-4-20(13(26)19-10(6)24)11-9(23)8(22)7(5-21)27-11/h1-2,4,7-9,11,21-23H,3,5H2,(H,18,25)(H,19,24,26)/b2-1+/t7-,8-,9-,11-/m1/s1
• InChI Key: DMXZSDJKAIYXMV-TVIFIVJDSA-N
• Exact Mass: 395.09403434
• Molecular Formula: C14H16F3N3O7
• Molecular Weight: 395.29
• SMILES: C1=C(C(=O)NC(=O)N1[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)/C=C/CNC(=O)C(F)(F)F
• Topological: 148
• Monoisotopic Mass: 395.09403434
• Synonyms: 869222-68-4, 5-[3-(Trifluoroacetamido)-1-(E)-propenyl]-uridine, N-((E)-3-(1-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)allyl)-2,2,2-trifluoroacetamide, N-[(E)-3-[1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2,4-dioxopyrimidin-5-yl]prop-2-enyl]-2,2,2-trifluoroacetamide, (E)-5-[3-(Trifluoroacetamido)-1-propenyl]uridine, TFA-aa-U, 5-TFA-aa-U, DMXZSDJKAIYXMV-TVIFIVJDSA-N, SCHEMBL20456372, EX-A4278, AKOS016004134, AC-32329, BS-49619, DB-344827, E78260

This compound is primarily used in nucleic acid research as a modified uridine analog for studying RNA structure-function relationships and enzymatic processes. It serves as a key intermediate in the synthesis of antiviral or anticancer nucleoside prodrugs, leveraging its trifluoroacetamide group for targeted delivery. Researchers also employ it in click chemistry applications due to its allyl moiety, enabling bioorthogonal labeling of biomolecules.

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