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N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine

  • CAS No. 67219-55-0

  • Cat. No. CS-W011422
  • Purity≥95%
  • MDL No.MFCD00010114

*For research and further manufacturing use only, not for direct human use.

N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine|CS-W011422

Structure of 67219-55-0

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General Information

  • CAS No. 67219-55-0
  • Cat. No. CS-W011422
  • Purity ≥95%
  • MDL No. MFCD00010114
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₇H₃₅N₃O₇
  • Molecular Weight 633.69
  • Synonym(s) 5'-O-DMT-N4-Bz-dC
  • SMILES O=C(N=C(NC(C1=CC=CC=C1)=O)C=C2)N2[C@H]3C[C@H](O)[C@@H](COC(C4=CC=C(OC)C=C4)(C5=CC=C(OC)C=C5)C6=CC=CC=C6)O3

Description

N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine is a protected cytidine derivative designed for solid-phase oligonucleotide synthesis. The 5'-O-dimethoxytrityl group enables efficient chain elongation and purification, while the N4-benzoyl protection ensures stability during coupling steps. This derivative integrates cleanly into DNA sequences under standard conditions, offering high fidelity in automated synthesis workflows.

Application

N4-Benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxycytidine serves as a key building block in solid-phase oligonucleotide synthesis, enabling efficient and sequence-specific chain elongation. The 5'-O-(4,4'-dimethoxytrityl) group provides robust protection for the 5'-hydroxyl with excellent solubility and ease of monitoring via trityl cation release. The N4-benzoyl group ensures stability during synthesis while allowing straightforward deprotection under standard conditions. This derivative exhibits high functional group tolerance and compatibility with standard coupling protocols, facilitating reliable access to cytidine-containing DNA sequences for research and therapeutic applications.

Synthesis

  • Route1

    References

    • Charubala, R.; Uhlmann, E.; Beiter, A. H.; Pfleiderer, W. Synthesis, 1984 , # 11 p. 965 - 968
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 104, # 5 p. 1316 - 1319
  • Route3

    References

    • US2003/229223 A1, ; Page 4 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H340-H350
Precautionary Statements : P280-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   121.14
  • LogP   5.1699
  • H_Acceptors   9
  • H_Donors   2
  • Rotatable_Bonds   11

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