5’-O-(4,4’-Dimethoxytrityl)thymidine

• CAT Number: R002280
• CAS Number: 40615-39-2
• Molecular Formula: C31H32N2O7
• Molecular Weight: 544.604
• Purity: ≥95%
• Synonyms: 5’-O-[Bis(4-methoxyphenyl)phenylmethyl]thymidine; 5’-O-(4,4’-Dimethoxytrityl)-2’-deoxythymidine; 5’-O-(4,4’-Dimethoxytrityl)thymidine; 5’-O-(Di-p-methoxytrityl)thymidine; 5’-O-(p,p’-Dimethoxytrityl)thymidine?
• Target: DNA/RNA Synthesis
• Storage: Store at -20°C
• IUPAC Name: 1-[(2R,4S,5R)-5-[[bis(4-methoxyphenyl)-phenylmethoxy]methyl]-4-hydroxyoxolan-2-yl]-5-methylpyrimidine-2,4-dione
• InChI: InChI=1S/C31H32N2O7/c1-20-18-33(30(36)32-29(20)35)28-17-26(34)27(40-28)19-39-31(21-7-5-4-6-8-21,22-9-13-24(37-2)14-10-22)23-11-15-25(38-3)16-12-23/h4-16,18,26-28,34H,17,19H2,1-3H3,(H,32,35,36)/t26-,27+,28+/m0/s1
• InChIKey: UBTJZUKVKGZHAD-UPRLRBBYSA-N
• SMILES: CC1=CN(C(=O)NC1=O)C2CC(C(O2)COC(C3=CC=CC=C3)(C4=CC=C(C=C4)OC)C5=CC=C(C=C5)OC)O

5’-O-(4,4’-Dimethoxytrityl)thymidine (CAS 40615-39-2), a pyrimidine, may be used in the stereoselective synthesis of 3′-deoxy-3′-threo-hydroxymethyl nucleoside, which can be subsequently incorporated into oligodeoxynucleotides. It may be used as research tool for antiviral and anticancer studies.

Reference

1.Aldrichimica Acta 20, 52-52, (1987)
2.Svendsen, Margit L., et al. "Oligodeoxynucleotide analogues containing 3′-deoxy-3′-C-threo-hydroxymethylthymidine: Synthesis, hybridization properties and enzymatic stability." Tetrahedron 49.48 (1993): 11341-11352.