Molecular structure of (S)-(+)-Glycidyl Nosylate, CAS Number: 115314-14-2
(S)-(+)-Glycidyl Nosylate (CAS 115314-14-2)
Alternate Names:
(2S)-(+)-Glycidyl 3-Nitrobenzenesulfonate; (S)-Glycidol 3-Nitrobenzenesulfonate; 3-Nitro-benzenesulfonic Acid Oxiranylmethyl Ester; (2S)-Oxiranylmethyl 3-Nitrobenzenesulfonate; (S)-(+)-Gycidyl 3-Nitrobenzenesulfonate
CAS Number:
115314-14-2
Purity:
≥98%
Molecular Weight:
259.24
Molecular Formula:
C9H9NO6S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
(S)-(+)-Glycidyl Nosylate (GNS) is a versatile compound widely utilized in synthetic chemistry. It is classified as a nitrobenzenesulfonate ester, produced through the reaction between glycidol and 3-nitrobenzenesulfonic acid. (S)-(+)-Glycidyl Nosylate serves as a valuable reagent for synthesizing various compounds, including chiral amines, β-amino alcohols, and β-amino esters. Further, (S)-(+)-Glycidyl Nosylate has played a vital role in synthesizing various bioactive compounds, including peptides and nucleosides. F The formation of (S)-(+)-Glycidyl Nosylate involves the reaction between glycidol and 3-nitrobenzenesulfonic acid, resulting in a nitrobenzenesulfonate ester. This reaction proceeds through the formation of an intermediate nitrobenzenesulfonate anion, which subsequently reacts with glycidol, yielding the desired (S)-(+)-Glycidyl Nosylate product.
(S)-(+)-Glycidyl Nosylate (CAS 115314-14-2) References
- Chiral trialkanolamine-based hemicryptophanes: synthesis and oxovanadium complex. | Gautier, A., et al. 2005. Org Lett. 7: 1207-10. PMID: 15787468
- Synthesis and preliminary evaluation of [(18)F]-fluoro-(2S)-Exaprolol for imaging cerebral beta-adrenergic receptors with PET. | Stephenson, KA., et al. 2008. Neurochem Int. 53: 173-9. PMID: 18675864
- Fluorinated isatin derivatives. Part 2. New N-substituted 5-pyrrolidinylsulfonyl isatins as potential tools for molecular imaging of caspases in apoptosis. | Podichetty, AK., et al. 2009. J Med Chem. 52: 3484-95. PMID: 19445513
- The tertiary amine nitrogen atom of piperazine sulfonamides as a novel determinant of potent and selective beta3-adrenoceptor agonists. | Perrone, MG., et al. 2009. ChemMedChem. 4: 2080-97. PMID: 19882697
- Synthesis and in vitro evaluation of derivatives of the β₁-adrenergic receptor antagonist HX-CH 44. | Stephenson, KA., et al. 2011. Bioorg Med Chem Lett. 21: 5506-9. PMID: 21783363
- Discovery and evolution of phenoxypiperidine hydroxyamide dual CCR3/H₁ antagonists. Part I. | Furber, M., et al. 2012. Bioorg Med Chem Lett. 22: 7702-6. PMID: 23142617
- Tailored oxido-vanadium(V) cage complexes for selective sulfoxidation in confined spaces. | Zhang, D., et al. 2017. Chem Sci. 8: 789-794. PMID: 28451228
- CRY2 isoform selectivity of a circadian clock modulator with antiglioblastoma efficacy. | Miller, S., et al. 2022. Proc Natl Acad Sci U S A. 119: e2203936119. PMID: 36161947
- Novel GluN2B-Selective NMDA Receptor Negative Allosteric Modulator Possesses Intrinsic Analgesic Properties and Enhances Analgesia of Morphine in a Rodent Tail Flick Pain Model. | Harris, LD., et al. 2023. ACS Chem Neurosci. 14: 917-935. PMID: 36779874
- Single dose pharmacokinetics of (S)-atenolol administered orally as a single enantiomer formulation and as a racemic mixture (Tenormin). | Clementi, WA., et al. 1994. Chirality. 6: 169-74. PMID: 8024947
- Highly diastereoselective reaction of a chiral, non-racemic amide enolate with (S)-glycidyl tosylate. Synthesis of the orally active HIV-1 protease inhibitor L-735,524 | David Askin ∗, Kan K Eng ∗, Kai Rossen ∗, Robert M Purick, Kenneth M Wells, R.P Volante, Paul J Reider. 1994. Tetrahedron Letters. 35: 673-676.
- Facile Radiosynthesis of Fluorine-18 Labeled β-Blockers. Synthesis, Radiolabeling, and ex Vivo Biodistribution of [18F]-(2S and 2R)-1-(1-Fluoropropan-2-ylamino)-3-(m-tolyloxy)propan-2-ol | Karin A. Stephenson, Alan A. Wilson, Jeffrey H. Meyer, Sylvain Houle, and Neil Vasdev*. 2008. J. Med. Chem. 16: 5093–5100.
- Application of the Palladium-Catalysed Norbornene-Assisted Catellani Reaction Towards the Total Synthesis of (+)-Linoxepin and Isolinoxepin | Zafar Qureshi, Harald Weinstabl, Marcel Suhartono, Hongqiang Liu, Pierre Thesmar, Mark Lautens. 2014. European Journal of Organic Chemistry. 2014: 4053-4069.
- Recent Progress on the Total Synthesis of Duocarmycins A and SA, Yatakemycin, and PDE-I and PDE-II | Juri Sakata & Hidetoshi Tokuyama. 2019. Cutting-Edge Organic Synthesis and Chemical Biology of Bioactive Molecules. 101–124.
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| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
(S)-(+)-Glycidyl Nosylate, 10 g | sc-208344 | 10 g | $233.00 |