Sugars
1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(p-toluoyl)-D-ribofuranose
Quick view. A protected D-ribofuranose glycosyl donor bearing 1,2-diacetyl, 3-azido-3-deoxy and 5-O-p-toluoyl substitution, CAS 120143-22-8; the acetylated anomeric centre is not assigned. CAS 120143-22-8. Catalog target purity: By inquiry. Availability: Inquiry only — contact OROGO to confirm current availability.
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Product profile
1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(p-toluoyl)-D-ribofuranose is classified as sugars (Formula C17H19N3O7; molecular weight 377.35).
1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(p-toluoyl)-D-ribofuranose — Primary literature reports this protected azido-ribofuranose as a glycosyl donor in a TMSOTf-mediated nucleoside coupling.
For 1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(p-toluoyl)-D-ribofuranose, 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
- 3-Azido-3-deoxy-1,2-di-O-acetyl-5-O-toluoyl-D-ribofuranose
- 1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(4-methylbenzoyl)-D-ribofuranose
Useful catalog search terms
- CAS 120143-22-8
- LNDLSVCWKVEVIX-BOEXNKMNSA-N
Physicochemical data
| InChIKey | LNDLSVCWKVEVIX-BOEXNKMNSA-N |
|---|---|
| InChI | InChI=1S/C17H19N3O7/c1-9-4-6-12(7-5-9)16(23)24-8-13-14(19-20-18)15(25-10(2)21)17(27-13)26-11(3)22/h4-7,13-15,17H,8H2,1-3H3/t13-,14-,15-,17?/m1/s1 |
| SMILES | CC(=O)OC1O[C@H](COC(=O)c2ccc(C)cc2)[C@@H](N=[N+]=[N-])[C@H]1OC(C)=O |
| Canonical SMILES | CC(=O)OC1O[C@H](COC(=O)c2ccc(C)cc2)[C@@H](N=[N+]=[N-])[C@H]1OC(C)=O |
| Sugar configuration | D-ribofuranose; anomeric centre not assigned |
| Substitution pattern | 1,2-di-O-acetyl; 3-azido-3-deoxy; 5-O-p-toluoyl |
| Azide position | C3 |
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.
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.
These points describe 1,2-Di-O-acetyl-3-azido-3-deoxy-5-O-(p-toluoyl)-D-ribofuranose or its named chemical feature. Broader product-family guidance is maintained on the category page.
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Product-relevant literature
The publications below discuss named chemistry or a structural feature represented by this product. They provide scientific context only and are not an OROGO lot specification or product-performance claim.
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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Technology platforms
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