8.51095

PyOxim

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

• Synonym(s): PyOxim, 1-Cyano-2-ethoxy-2-oxoethylideneaminooxy-tris-pyrrolidino-phosphonium hexafluorophosphate
• Empirical Formula (Hill Notation): C₁₇H₂₉F₆N₅O₃P₂
• CAS Number: 153433-21-7
• Molecular Weight: 527.38
• UNSPSC Code: 12352126
• NACRES: NA.22
• MDL number: MFCD18643381

Properties

• Product Name: PyOxim, Novabiochem^®
• Quality Segment: 300
• product line: Novabiochem^®
• assay: ≥99.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Coupling Reactions
• manufacturer/tradename: Novabiochem^®
• application(s): peptide synthesis
• storage temp.: -10 to -25°C
• SMILES string: F[P-](F)(F)(F)(F)F.[P](=[N+]3CCCC3)(N2CCCC2)(N1CCCC1)O\N=C(\C(=O)OCC)/C#N
• InChI: 1S/C17H29N5O3P.F6P/c1-2-24-17(23)16(15-18)19-25-26(20-9-3-4-10-20,21-11-5-6-12-21)22-13-7-8-14-22;1-7(2,3,4,5)6/h2-14H2,1H3;/q+1;-1/b19-16+;
• InChI key: RDWDVLFMPFUBDV-PXMDEAMVSA-N

Description

General description

PyOxim ^[1] is a novel reagent which mediates coupling reactions with efficiencies superior to HATU and PyBOP and comparable to COMU. It is has excellent solubility in DMF and is stable in solution under an inert atmosphere for two days. Unlike HATU and HBTU, it cannot cause chain terminating side reactions and is, therefore, ideal for the synthesis of cyclic peptides. Furthermore, it is not explosive under normal operating conditions and is less likely to exhibit allergenicity compared to other coupling reagents.


Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

^[1] R. Subiros-Funosas, et al. (2010) Org. Biomol. Chem., 8, 3665.

Features and Benefits

• Mediates coupling with superior efficiency to PyBOP, TBTU, and HCTU
• Mediates coupling with low racemization or epimerization
• Ideal for fragment condensation and synthesis of cyclic peptides as the reagent cannot cause guanidinylation
• Excellent solubility in DMF and NMP

Analysis Note

Colour (visual): white to off white
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 99.0 %
Solubility (1 mmole in 2 ml DMF): clearly soluble

Legal Information

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

Safety Information

• Storage Class: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable