Modified Nucleosides
2',3'-Didehydro-2',3'-dideoxythymidine
Quick view. A stereodefined 2',3'-didehydro-2',3'-dideoxy thymidine analog, also known as stavudine or d4T, CAS 3056-17-5. CAS 3056-17-5. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
2',3'-Didehydro-2',3'-dideoxythymidine is classified as modified nucleosides (Formula C10H12N2O4; molecular weight 224.21 g/mol).
2',3'-Didehydro-2',3'-dideoxythymidine — Didehydro-dideoxy thymidine analog for modified nucleoside chemistry.
For 2',3'-Didehydro-2',3'-dideoxythymidine, polymerase acceptance varies; absence of a 3′-OH prevents further extension after incorporation.
Names and search terms
Confirmed or normalized name variants
- Stavudine
- d4T
- 2',3'-Dideoxy-2',3'-didehydrothymidine
Useful catalog search terms
- 3056-17-5
- PubChem CID 18283
- XNKLLVCARDGLGL-JGVFFNPUSA-N
Physicochemical data
| PubChem CID | 18283 |
|---|---|
| IUPAC name | 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione |
| InChIKey | XNKLLVCARDGLGL-JGVFFNPUSA-N |
| InChI | InChI=1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1 |
| SMILES | CC1=CN(C(=O)NC1=O)[C@H]2C=C[C@H](O2)CO |
| Stereochemistry | (2R,5S) dihydrofuran nucleoside system |
| Nucleoside modification | 2',3'-didehydro and 2',3'-dideoxy |
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.
Additional application examples
- Reference compound for chemical identity studies involving stavudine (d4T).
Product-specific evaluation notes
Potential advantages
- Dideoxy analogs provide clear extension-stop behavior when accepted by a polymerase.
Method limitations
- Polymerase acceptance varies; absence of a 3′-OH prevents further extension after incorporation.
These points describe 2',3'-Didehydro-2',3'-dideoxythymidine or its named chemical feature. Broader product-family guidance is maintained on the category page.
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Product-family literature
These publications provide peer-reviewed context for the Modified Nucleosides product family and its named chemistry. They are background reading only, not evidence for the exact product, supplied form, lot specification, availability or performance.
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Technology platforms
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