| Identification | Back Directory | [Name]
5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine | [CAS]
23669-79-6 | [Synonyms]
dmt-du
5'-DMT-dU
DMT-2'-dU
5'-O-DMT-dU
DMT-DEOXYURIDINE
5'-DMT-2'-deoxyuridine
5'-O-DMT-2'-DEOXYURIDINE
2'-Deoxy-5'-O-DMT-uridine
5'-O-Dimethylterephthale-2'-deoxyuridine
5'-O-(4,4'-DIMETHOXYTRITYL)-2'-DEOXYURIDINE
2'-Deoxy-5'-O-(4,4'-dimethoxytrityl)uridine
5'-O-[Bis(4-methoxyphenyl)benzyl]-2'-deoxyuridine
5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine, 98%,
5''-O-(4,4''-DIMETHOXYTRITYL)-2''-DEOXYURIDINE 99%
5'-O-(4,4'-Dimethoxytrityl)-2'-deoxyuridine USP/EP/BP
5'-O-[Bis(4-methoxyphenyl)phenylmethyl]-2'-deoxyuridine
Uridine, 5'-O-[bis(4-methoxyphenyl)phenylmethyl]-2'-deoxy- | [EINECS(EC#)]
245-814-9 | [Molecular Formula]
C30H30N2O7 | [MDL Number]
MFCD00063410 | [MOL File]
23669-79-6.mol | [Molecular Weight]
530.58 |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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