Uridine, 2'-deoxy-5-[2-(trimethylsilyl)ethynyl]-, 3',5'-diacetate

Uridine, 2'-deoxy-5-[2-(trimethylsilyl)ethynyl]-, 3',5'-diacetate Property

Density 

1.27±0.1 g/cm3(Predicted)

pka

8.83±0.10(Predicted)

InChI

InChI=1S/C18H24N2O7Si/c1-11(21)25-10-15-14(26-12(2)22)8-16(27-15)20-9-13(6-7-28(3,4)5)17(23)19-18(20)24/h9,14-16H,8,10H2,1-5H3,(H,19,23,24)/t14-,15+,16+/m0/s1

InChIKey

QPBVAPCEENIYRQ-ARFHVFGLSA-N

SMILES

C(OC(=O)C)[C@H]1O[C@@H](N2C=C(C#C[Si](C)(C)C)C(=O)NC2=O)C[C@@H]1OC(=O)C

Hazard and Precautionary Statements (GHS)

Uridine, 2'-deoxy-5-[2-(trimethylsilyl)ethynyl]-, 3',5'-diacetate Chemical Properties,Usage,Production

Uses

3',5'-di-O-acetyl-2'-deoxy-5-((trimethylsilyl)ethynyl)uridine can be used as organic intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.

Synthesis

1.Add DMAP (0.16 mmol, 20 mg) to a stirred suspension of 2'-deoxyuridine (1 mmol, 228 mg) in acetic anhydride (7.5 mL).2.Observe the reaction mixture become homogenous for 6 hours.3.Remove the volatiles in vacuum.4.Purify the residue by flash chromatography on silica gel eluted with EA/cyclohexane (4:1 → 19:1, v/v) to obtain 3',5'-di-O-acetyl-2'-deoxyuridine.