Amino-modified Nucleosides
4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine
Quick view. A protected, stereodefined 3-deoxy-3-fluoro beta-D nucleoside bearing a 4-amino-6-bromo-5-cyano pyrrolopyrimidine base. A public CAS number is not assigned for this exact form. Catalog target purity: ≥98%. Availability: Inquiry only — contact BX Lab to confirm current availability.
![Chemical structure of 4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine](/structures/db36844f8806ca3c.svg)
Product profile
4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine is classified as protected 3-deoxy-3-fluoro 4-amino-6-bromo-5-cyano pyrrolopyrimidine nucleoside (Formula C22H19BrFN5O5; molecular weight 532.30 g/mol).
4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine provides a reactive functional group for conjugation, immobilization or linker-extension studies.
For 4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine, functional handles may require orthogonal protection, pH control and rapid purification to avoid hydrolysis, oxidation or cross-reaction.
Names and search terms
Useful catalog search terms
- XMEJKLKSFXXKDB-VGKBRBPRSA-N
Physicochemical data
| PubChem CID | 177700408 |
|---|---|
| IUPAC name | [(2R,3R,4S,5R)-4-acetyloxy-5-(6-bromo-5-cyano-4-imino-7H-pyrrolo[2,3-d]pyrimidin-1-yl)-3-fluorooxolan-2-yl]methyl 4-methylbenzoate |
| InChIKey | XMEJKLKSFXXKDB-VGKBRBPRSA-N |
| Protecting groups | 2-O-acetyl; 5-O-(p-toluoyl) |
| InChI | InChI=1S/C22H19BrFN5O5/c1-10-3-5-12(6-4-10)22(31)32-8-14-16(24)17(33-11(2)30)21(34-14)29-9-27-19(26)15-13(7-25)18(23)28-20(15)29/h3-6,9,14,16-17,21,26,28H,8H2,1-2H3/t14-,16-,17-,21-/m1/s1 |
| SMILES | CC1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC(=N)C4=C3NC(=C4C#N)Br)OC(=O)C)F |
| Canonical SMILES | CC1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC(=N)C4=C3NC(=C4C#N)Br)OC(=O)C)F |
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
- Reactive handles make the product adaptable across dye-labeling, surface-coupling and ligand-conjugation workflows.
- 2′-fluoro motifs can improve nuclease resistance while preserving RNA-like geometry in many sequence contexts.
Method limitations
- Functional handles may require orthogonal protection, pH control and rapid purification to avoid hydrolysis, oxidation or cross-reaction.
- Coupling, deprotection and biological performance remain sequence- and position-dependent.
These points describe 4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine or its named chemical feature. Broader product-family guidance is maintained on the category page.
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Frequently asked questions
Can the package size for 4-Amino-6-bromo-5-cyano-1-(3-deoxy-3-fluoro-2-O-acetyl-5-(O-p-toluoyl)-beta-D-ribofuranosyl)-7H-pyrrolo[2.3-d]pyrimidine be customized?
Yes. Share the initial quantity, expected future scale, delivery timeline and packaging preference for review.
What information should be included in a quote request?
Quote catalog number BX-AMN-0081, the intended research workflow, required quantity and any additional HPLC, MS or NMR documentation needed.
Product-family literature
These publications provide peer-reviewed context for the Amino-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.
Technology platforms
Catalog-derived platform membership for navigating related chemistry and verifiable product sets.