8.51086

Oxyma Pure

≥99.0% (HPLC), for peptide synthesis, Novabiochem^®

• Sinonimo/i: Oxyma Pure, Ethyl cyano(hydroxyimino)acetate
• Formula empirica (notazione di Hill): C₅H₆N₂O₃
• Numero CAS: 3849-21-6
• Peso molecolare: 142.11
• Numero MDL: MFCD00002112
• Codice UNSPSC: 12352126
• Numero indice EU: 223-351-3
• NACRES: NA.22

Proprietà

• Nome del prodotto: Oxyma Pure, Novabiochem^®
• Livello qualitativo: 300
• Nome Commerciale: Novabiochem^®
• Saggio: ≥99.0% (HPLC)
• Stato: crystalline powder
• Impiego in reazioni chimiche: reaction type: Coupling Reactions
• Produttore/marchio commerciale: Novabiochem^®
• Punto di fusione: 130-132 °C
• applicazioni: peptide synthesis
• Temperatura di conservazione: 2-8°C
• InChI: 1S/C5H6N2O3/c1-2-10-5(8)4(3-6)7-9/h9H,2H2,1H3/b7-4+; LCFXLZAXGXOXAP-QPJJXVBHSA-N

Descrizione

Descrizione generale

Oxyma Pure (Ethyl cyano(hydroxyimino)acetate) is a non-explosive alternative to the canonical peptide coupling additive N-hydroxybenzotriazole (HOBt). When used in place of HOBt in carbodiimide-mediated peptide bond formation, it provides products in higher yields with less racemization. The combination of Oxyma Pure/diisopropylcarbodiimide (DIC) has proven to be particularly effective in microwave-assisted peptide synthesis.
The generation of toxic hydrogen cyanide (HCN) from the reaction between Oxyma Pure and DIC has been observed. Fortunately, this side reaction can be eliminated by substituting DIC for the more hindered t-butylethylcarbodiimide.

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references:
^[1] R. Subirós-Funosas, et al. (2009) Chem. Eur. J., 15, 9394
^[2] J. Collins , et al. (2014) Org . Lett ., 16, 940.
^[3] A. D. McFarland (2019) Org. Process Res. Dev., 23, 2099.
^[4] S. R. Manne, et al (2022) Org. Process Res. Dev., 26, 2894.

Applicazioni

Further applications of Oxyma Pure:

• Use in the synthesis of difficult peptides.
• As an acidic modifier to prevent aspartimide formation.

Caratteristiche e vantaggi

• Can be used in place of HOBt in carbodiimide-mediated coupling reactions without change of protocol
• It gives results comparable to HOAt in step-wise solid-phase synthesis
• Less epimerization than HOBt in fragment condensation reactions

Risultati analitici

Color (visual): white to slight yellow to beige
Appearance of substance (visual): crystalline powder
Assay (HPLC, area%): ≥ 99.0 % (a/a)
Identity (IR): passes test
Solubility (12,5 mmol in 25 ml DMF): clearly soluble

Note legali

Novabiochem is a registered trademark of Merck KGaA, Darmstadt, Germany

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable