Dimethoxytrityl

Dimethoxytrityl, often abbreviated DMT, is a protecting group widely used for protection of the 5'-hydroxy group in nucleosides, particularly in oligonucleotide synthesis.[1]

Dimethoxytrityl
Names
IUPAC name
bis(4-methoxyphenyl)-phenylmethyl radical
Other names
  • 4,4'-Benzylidenedianisole
  • 4,4'-Dimethoxytrityl cation
  • 4,4'-Dimethoxytriphenylmethyl radical
  • Bis(p-methoxyphenyl)phenylmethyl radical
  • DMT
Identifiers
3D model (JSmol)
  • InChI=1S/C21H20O2/c1-22-19-12-8-17(9-13-19)21(16-6-4-3-5-7-16)18-10-14-20(23-2)15-11-18/h3-15,21H,1-2H3
    Key: RIRAVPPUGSNYOU-UHFFFAOYSA-N
  • COC1=CC=C(C=C1)C(C2=CC=CC=C2)C3=CC=C(C=C3)OC
Properties
C21H19O2
Molar mass 303.4
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is usually bound to a molecule, but can exist as a stable cation in solution, where it appears bright orange.[2]

References
  1. Krotz, Achim; Cole, Douglas; Ravikumar, Vasulinga (1999). "Dimethoxytrityl Removal in Organic Medium: Efficient Oligonucleotide Synthesis Without Chlorinated Solvents". Nucleosides and Nucleotides. 18 (6–7): 1207–1209. doi:10.1080/07328319908044664.
  2. "Dimethoxytrityl/DMT (Orange you glad you protected that alcohol?)". Molecule of the Day. 2006-09-05. Retrieved 2022-05-03.
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