5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine manufacturers
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| | 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Basic information |
| Product Name: | 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine | | Synonyms: | 5'-O-Dimethylterephthale-2'-deoxyuridine;dmt-du;5''-O-(4,4''-DIMETHOXYTRITYL)-2''-DEOXYURIDINE 99%;2'-Deoxy-5'-O-(4,4'-dimethoxytrityl)uridine;5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyuridine;2'-Deoxy-5'-O-DMT-uridine;5'-DMT-dU;5'-O-[Bis(4-methoxyphenyl)benzyl]-2'-deoxyuridine | | CAS: | 23669-79-6 | | MF: | C30H30N2O7 | | MW: | 530.58 | | EINECS: | 245-814-9 | | Product Categories: | | | Mol File: | 23669-79-6.mol |  |
| | 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Chemical Properties |
| Melting point | 120 °C | | density | 1.294±0.06 g/cm3(Predicted) | | storage temp. | Inert atmosphere,Store in freezer, under -20°C | | solubility | Soluble in acetonitrile at 20mg/ml | | form | Powder | | pka | 9.39±0.10(Predicted) | | color | White to Off-white | | Optical Rotation | 7.03°(C=0.01g/mI, DMF, 20°C, 589nm) |
| | 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Usage And Synthesis |
| Chemical Properties | solid | | Uses | It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff. | | Synthesis | To a solution of 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (22.80 g, 99.91 mmol) in anhydrous pyridine (200 mL) was added 4,4'-bis(methoxytrityl)chlorine (37.24 g, 109.90 mmol) and the mixture was allowed to stand at 25 °C for 12 hours. Upon completion of the reaction, the reaction was quenched with saturated NaHCO3/NH4Cl solution (200 mL) and subsequently extracted with ethyl acetate (3 x 200 mL). The organic layers were combined, washed with brine (2 x 100 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography (petroleum ether: ethyl acetate, 2:1 to 0:1) to afford the target product 1-((2R,4S,5R)-5-((bis(4-methoxyphenyl)(phenyl)methoxy)methyl)-4-hydroxytetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione (43.00 g, 72.94 mmol) as yellow foam. | | References | [1] Bioorganic and Medicinal Chemistry, 1996, vol. 4, # 10, p. 1649 - 1658
[2] Organic letters, 2003, vol. 5, # 6, p. 917 - 919
[3] Journal of the American Chemical Society, 2001, vol. 123, # 15, p. 3405 - 3411
[4] Chemical Research in Toxicology, 2006, vol. 19, # 7, p. 968 - 976
[5] Nucleic Acids Research, 2015, vol. 43, # 11, p. 5275 - 5283 |
| | 5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine Preparation Products And Raw materials |
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