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5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine

  • CAS No. 81265-93-2

  • Cat. No. CS-0021845
  • Purity≥96%
  • MDL No.MFCD00080294

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

5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine|CS-0021845

Structure of 81265-93-2

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General Information

  • CAS No. 81265-93-2
  • Cat. No. CS-0021845
  • Purity ≥96%
  • MDL No. MFCD00080294
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₄₉N₅O₇Si
  • Molecular Weight 787.97
  • Synonym(s) None
  • SMILES O[C@H]1[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N2C(N=CN=C3NC(C4=CC=CC=C4)=O)=C3N=C2)O[C@@H]1COC(C5=CC=C(OC)C=C5)(C6=CC=C(OC)C=C6)C7=CC=CC=C7

Description

5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine features a DMT group at the 5' position for solid-phase synthesis protection, a TBDMS moiety at the 2' position ensuring stability and selective deprotection, and a benzoyl group on the N7 nitrogen to prevent unwanted side reactions. This triply protected nucleoside enables efficient, high-fidelity oligonucleotide assembly under standard conditions.

Application

5'-O-DMT-2'-O-TBDMS-N-Bz-Adenosine serves as a key protected nucleoside building block for the synthesis of oligonucleotides and modified RNA fragments. The DMT group enables efficient purification via chromatography, while the TBDMS protection at the 2'-position provides stability against degradation and facilitates orthogonal deprotection sequences. The N-Bz group ensures compatibility with standard phosphoramidite coupling protocols and supports high-yielding chain elongation in automated synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   139.08
  • LogP   7.7532
  • H_Acceptors   11
  • H_Donors   2
  • Rotatable_Bonds   13

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