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3 n boc 5 o dimethoxytrityl 3 o nosyl thymidine

Manufactured by Horiba
Sourced in Germany

3-N-Boc-5'-O-dimethoxytrityl-3'-O-nosyl-thymidine is a chemical compound used in organic synthesis and biochemistry applications. It serves as a building block in the synthesis of various oligonucleotides and other biologically relevant molecules. The product provides a protected thymidine unit with specific functional group transformations to enable further chemical modifications and reactions.

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2 protocols using 3 n boc 5 o dimethoxytrityl 3 o nosyl thymidine

1

Radiosynthesis of [18F]FDG Precursor

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3-N-Boc-5′-O-dimethoxytrityl-3′-O-nosyl-thymidine, 2,3′-anhydro-5′-O-benzoyl-2′-deoxythymidine, 3′-deoxy-3′-fluorothymidine, and tetrabutylammonium hydrogen carbonate (TBAHCO3, 75 mM in ethanol) were purchased from ABX (Advanced Biochemical Compounds, Radeberg, Germany). All trapping and purification cartridges were purchased from Waters (Milford, MA) or Grace Davison Discovery Sciences (Deerfield, OR). Anhydrous acetonitrile, potassium carbonate (K2CO3), dimethyl sulfoxide (DMSO), sodium hydroxide (NaOH), hydrochloric acid (HCl), and Kryptofix-222 were purchased from Sigma-Aldrich (St. Louis, MO), and absolute ethanol (200 proof) from Pharmaco Aaper (Brookfield, CT). Membrane filters (0.2-μm) were purchased from Pall (Port Washington, NY). Manifold kits for FDG were purchased from Rotem Industries, Inc. (Arava, Israel). All radiosyntheses were performed using either a Bioscan Coincidence GE FDG reaction module (Fairfield, CT) or a GE TRACERlab FXF-N reaction module. Analytical HPLC was performed using a Hitachi HPLC system (LaChrom Elite) equipped with in-line Hitachi UV (LaChrom Elite model L-2400) and radiometric (Carroll-Ramsey Associates, Berkeley, CA) detectors and a Hitachi LaChrom reversed-phase analytical column (150 mm × 4.6 mm). MicroPET scanning was accomplished using a Concorde Microsystems Focus 220 (Siemens, Berlin, Germany).
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2

Automated Synthesis of [18F]FLT Tracer

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[18F]FLT was synthesized according to a procedure slightly modified from Yun et al. [8 (link)] and Oh et al. [9 (link)]. Briefly, fluorine-18, as dried K[18F]F-K222 complex, was introduced into the precursor 3-N-Boc-5'-O-dimethoxytrityl-3'-O-nosyl-thymidine (ABX, Germany), in 800 μL of acetonitrile at 165 °C for 1 min. After a rapid purification on a silica cartridge, the O-dimethoxytrityl and N-Boc protective groups were removed using aqueous HCl 4 N at 90 °C for 5 min. The final purification was performed on preparative reverse-phase HPLC, eluted with a mixture of aqueous 0.9 % NaCl and ethanol (92:8, v/v). [18F]FLT with chemical and radiochemical purities higher than 95 and 98 %, respectively, was obtained in a 15 to 20 % radiochemical yield (decay corrected) with a specific radioactivity ranging from 260 to 330 GBq/μmol (decay corrected).
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