Date published: 2025-10-2

1-800-457-3801

SCBT Portrait Logo
Seach Input

4,4′-Dimethoxytriphenylmethyl chloride (CAS 40615-36-9)

0.0(0)
Write a reviewAsk a question

Alternate Names:
DMT-Cl
CAS Number:
40615-36-9
Molecular Weight:
338.83
Molecular Formula:
C21H19ClO2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

QUICK LINKS

4,4′-Dimethoxytrityl chloride, also known as DMTrCl, has emerged as a vital organochlorine compound in the realm of organic synthesis. Its applications span various methodologies, including peptide synthesis, nucleoside synthesis, and polymer preparation. Particularly significant is its role in peptide synthesis, enabling the creation of peptides with intricate structures. Moreover, it facilitates the modification of existing peptides or the synthesis of entirely new peptides. In the realm of nucleoside synthesis, 4,4′-Dimethoxytrityl chloride plays a pivotal role, as nucleosides serve as essential components of nucleic acids. It enables the modification of existing nucleosides or the synthesis of novel nucleosides. Additionally, 4,4′-Dimethoxytrityl chloride contributes to polymer synthesis, which finds wide application in various fields. As an organochlorine compound utilized in organic synthesis, 4,4′-Dimethoxytrityl chloride functions as a Lewis acid, engaging in reactions with diverse substrates, including amines, alcohols, and thiols. The reaction of 4,4′-Dimethoxytriphenylmethyl chloride with amines results in the formation of a chloromethyl group, offering a pathway to create a range of compounds. Similarly, the reaction of 4,4′-Dimethoxytriphenylmethyl chloride with alcohols yields an alkyl chloride, serving as a precursor for various compound formations. Lastly, the reaction of 4,4′-Dimethoxytriphenylmethyl chloride with thiols generates a thioether, further expanding the array of compounds that can be synthesized.


4,4′-Dimethoxytriphenylmethyl chloride (CAS 40615-36-9) References

  1. Synthesis of 2'-aminoalkyl-substituted fluorinated nucleobases and their influence on the kinetic properties of hammerhead ribozymes.  |  Klöpffer, AE. and Engels, JW. 2004. Chembiochem. 5: 707-16. PMID: 15122643
  2. Analogues of acyclic nucleosides derived from tris-(hydroxymethyl)phosphine oxide or bis-(hydroxymethyl)phosphinic acid coupled to DNA nucleobases.  |  Nawrot, B., et al. 2004. Antivir Chem Chemother. 15: 319-28. PMID: 15646645
  3. Base-pairing, tautomerism, and mismatch discrimination of 7-halogenated 7-deaza-2'-deoxyisoguanosine: oligonucleotide duplexes with parallel and antiparallel chain orientation.  |  Seela, F., et al. 2005. J Am Chem Soc. 127: 7739-51. PMID: 15913364
  4. Towards the synthesis of inosine building blocks for the preparation of oligonucleotides with hydrophobic alkyl chains between the nucleotide units.  |  Köstler, K. and Rosemeyer, H. 2009. Molecules. 14: 4326-36. PMID: 19924067
  5. Streamlined process for the chemical synthesis of RNA using 2'-O-thionocarbamate-protected nucleoside phosphoramidites in the solid phase.  |  Dellinger, DJ., et al. 2011. J Am Chem Soc. 133: 11540-56. PMID: 21688829
  6. Synthesis and biological evaluation of two salidroside analogues in the PC12 cell model exposed to hypoglycemia and serum limitation.  |  Guo, Y., et al. 2011. Chem Pharm Bull (Tokyo). 59: 1045-7. PMID: 21804252
  7. Oligonucleotides, part 5+: synthesis and fluorescence studies of DNA oligomers d(AT)5 containing adenines covalently linked at C-8 with dansyl fluorophore.  |  Singh, D., et al. 1990. Nucleic Acids Res. 18: 3339-45. PMID: 2356124
  8. A diazirine-based photoaffinity probe for facile and efficient aptamer-protein covalent conjugation.  |  Zhang, H., et al. 2014. Chem Commun (Camb). 50: 4891-4. PMID: 24686985
  9. Achiral, acyclic nucleic acids: synthesis and biophysical studies of a possible prebiotic polymer.  |  Srivastava, P., et al. 2015. Org Biomol Chem. 13: 9249-60. PMID: 26228702
  10. Synthesis, Thermodynamic Properties, and Crystal Structure of RNA Oligonucleotides Containing 5-Hydroxymethylcytosine.  |  Riml, C., et al. 2017. J Org Chem. 82: 7939-7945. PMID: 28707898
  11. Silibinin phosphodiester glyco-conjugates: Synthesis, redox behaviour and biological investigations.  |  Romanucci, V., et al. 2018. Bioorg Chem. 77: 349-359. PMID: 29421711
  12. [4 + 2] and [2 + 4] cycloaddition reactions on single- and double-stranded DNA: a dual-reactive nucleoside.  |  Bujalska, A., et al. 2022. RSC Chem Biol. 3: 698-701. PMID: 35755194
  13. 6-Oxocytidine a novel protonated C-base analogue for stable triple helix formation.  |  Berressem, R. and Engels, JW. 1995. Nucleic Acids Res. 23: 3465-72. PMID: 7567457
  14. RNA mimetics: oligoribonucleotide N3'-->P5' phosphoramidates.  |  Gryaznov, SM. and Winter, H. 1998. Nucleic Acids Res. 26: 4160-7. PMID: 9722635

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

4,4′-Dimethoxytriphenylmethyl chloride, 5 g

sc-252213
5 g
$49.00