Amino-modified Nucleosides
3'-beta-Azido-3'-deoxy-5'-O-tritylthymidine
Quick view. A beta-D-threo thymidine intermediate bearing a 3'-azido group and 5'-O-trityl protection, identified by CAS 66503-47-7. CAS 66503-47-7. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
3'-beta-Azido-3'-deoxy-5'-O-tritylthymidine is classified as amino-modified nucleosides (Formula C29H27N5O4; molecular weight 509.56).
3'-beta-Azido-3'-deoxy-5'-O-tritylthymidine is useful as a bioorthogonal handle for post-synthetic conjugation to fluorophores, affinity tags, surfaces, peptides or other functional payloads.
For 3'-beta-Azido-3'-deoxy-5'-O-tritylthymidine, copper-catalyzed, copper-free or inverse-electron-demand click conditions can affect sensitive oligonucleotides differently; residual metal, solvent and purification strategy should be controlled.
Names and search terms
Confirmed or normalized name variants
- 1-(3-beta-Azido-2,3-dideoxy-5-O-trityl-beta-D-threopenta-furanosyl)thymine
Useful catalog search terms
- CAS 66503-47-7
Physicochemical data
| Parent nucleoside | Thymidine |
|---|---|
| Sugar modification | 2',3'-Dideoxy with 3'-azido substitution |
| Protecting group | 5'-O-trityl |
| PubChem CID | 13833661 |
| InChI | InChI=1S/C29H27N5O4/c1-20-18-34(28(36)31-27(20)35)26-17-24(32-33-30)25(38-26)19-37-29(21-11-5-2-6-12-21,22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,18,24-26H,17,19H2,1H3,(H,31,35,36)/t24-,25-,26-/m1/s1 |
| InChIKey | AZPSSDWPMSICSH-TWJOJJKGSA-N |
| SMILES | CC1=CN(C(=O)NC1=O)[C@H]2C[C@H]([C@H](O2)COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)N=[N+]=[N-] |
Release documentation
The current specification defines the analytical method and acceptance criteria; the released lot result is reported on the CoA.
Additional HPLC, MS or NMR documentation can be agreed during technical review where available.
Product-specific evaluation notes
Potential advantages
- Click-compatible handles separate oligonucleotide synthesis from late-stage labeling, which helps screen multiple payloads from a common intermediate.
- Reactive handles make the product adaptable across dye-labeling, surface-coupling and ligand-conjugation workflows.
Method limitations
- Copper-catalyzed, copper-free or inverse-electron-demand click conditions can affect sensitive oligonucleotides differently; residual metal, solvent and purification strategy should be controlled.
- Functional handles may require orthogonal protection, pH control and rapid purification to avoid hydrolysis, oxidation or cross-reaction.
These points describe 3'-beta-Azido-3'-deoxy-5'-O-tritylthymidine or its named chemical feature. Broader product-family guidance is maintained on the category page.
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Feature and workflow background
These publications discuss a broader chemistry feature or workflow identified from the catalog name or product family. They are background reading only, not evidence for the exact OROGO product, supplied form, lot specification, availability or performance.
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