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CAS 74405-40-6

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5′-O-Dimethoxytrityl-3′-O-succinatothymidine

Description:
5′-O-Dimethoxytrityl-3′-O-succinatothymidine is a modified nucleoside derivative of thymidine, characterized by the presence of a dimethoxytrityl (DMT) protecting group at the 5′ position and a succinate moiety at the 3′ position. This compound is typically used in the field of nucleic acid chemistry, particularly in the synthesis of oligonucleotides, where protecting groups are essential for selective reactions. The DMT group serves to protect the hydroxyl group at the 5′ position during synthesis, allowing for the controlled addition of nucleotides. The succinate group at the 3′ position can facilitate further conjugation or modification, enhancing the compound's utility in bioconjugation applications. The presence of these functional groups contributes to the compound's stability and reactivity, making it a valuable intermediate in the synthesis of more complex nucleic acid structures. Additionally, the compound's solubility and stability in various solvents are important characteristics that influence its application in laboratory settings.
Formula:C35H36N2O10
InChI:InChI=1S/C35H36N2O10/c1-22-20-37(34(42)36-33(22)41)30-19-28(47-32(40)18-17-31(38)39)29(46-30)21-45-35(23-7-5-4-6-8-23,24-9-13-26(43-2)14-10-24)25-11-15-27(44-3)16-12-25/h4-16,20,28-30H,17-19,21H2,1-3H3,(H,38,39)(H,36,41,42)/t28-,29+,30+/m0/s1
InChI key:InChIKey=ZGIVSINMMBIEBQ-FRXPANAUSA-N
SMILES:C(OC[C@@H]1[C@@H](OC(CCC(O)=O)=O)C[C@@H](O1)N2C(=O)NC(=O)C(C)=C2)(C3=CC=C(OC)C=C3)(C4=CC=C(OC)C=C4)C5=CC=CC=C5
Synonyms:
  • 1-{5-O-[bis(4-methoxyphenyl)(phenyl)methyl]-3-O-(3-carboxypropanoyl)-2-deoxypentofuranosyl}-5-methylpyrimidine-2,4(1H,3H)-dione
  • 3′-O-(3-Carboxypropanoyl)-5′-O-(4,4′-dimethoxytrityl)thymidine
  • 5'-O-(p,p'-Dimethoxytrityl)thymidine 3'-(hydrogen succinate)
  • 5′-O-(DMTr)thymidine 3′-O-succinate
  • 5′-O-Dimethoxytrityl-3′-O-succinatothymidine
  • Thymidine, 5′-O-[bis(4-methoxyphenyl)phenylmethyl]-, 3′-(hydrogen butanedioate)
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