8.51009

PyBOP^®

Novabiochem^®

• Synonim(y): Benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate, PyBOP^®
• Wzór empiryczny (zapis Hilla): C₁₈H₂₈N₆OP · F₆P
• Numer CAS: 128625-52-5
• Masa cząsteczkowa: 520.39
• UNSPSC Code: 12352107
• NACRES: NA.22
• MDL number: MFCD00077411

Właściwości

• Quality Level: 400
• product line: Novabiochem^®
• assay: ≥99.0% (HPLC)
• form: powder
• reaction suitability: reaction type: Coupling Reactions
• manufacturer/tradename: Novabiochem^®
• greener alternative product characteristics: Less Hazardous Chemical Syntheses; Learn more about the Principles of Green Chemistry.
• mp: 140-155 °C
• application(s): peptide synthesis
• greener alternative category: Aligned
• storage temp.: 2-8°C
• SMILES string: [P+](N5CCCC5)(N4CCCC4)(N3CCCC3)O[n]1nnc2c1cccc2
• InChI: 1S/C18H28N6OP/c1-2-10-18-17(9-1)19-20-24(18)25-26(21-11-3-4-12-21,22-13-5-6-14-22)23-15-7-8-16-23/h1-2,9-10H,3-8,11-16H2/q+1
• InChI key: WGNZRLMOMHJUSP-UHFFFAOYSA-N

Opis

General description

The standard in situ coupling reagent for solid phase peptide synthesis ^[1,2,3,4,5]. This product can replace BOP in all applications without loss of performance. Unlike uronium-based reagents, PyBOP^® does not give rise to guanidinated by-products during cyclization and fragment condensation reactions.

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Literature references

^[1] J. Martinez, et al. (1985) J. Med. Chem., 28, 1874.
^[2] J. Coste, et al. (1990) Tetrahedron Lett., 31, 205.
^[3] G. B. Fields, et al. in ′Innovation & Perspectives in Solid Phase Synthesis, 1st International Symposium′, R. Epton (Eds), SPCC UK Ltd., Birmingham, 1990, pp. 241.
^[4] T. Høeg-Jensen, et al. (1991) Tetrahedron Lett., 32, 7617.
^[5] R. von Eggelkraut-Gottanka, et al. (2003) Tetrahedron Lett., 44, 3551.

We are committed to bringing you greener alternative products, which adhere to one or more of the 12 Principles of Green Chemistry. PyBOP is widely used as a substitute for the BOP, with the aim of avoiding formation of hexamethylphosphoric triamide (HMPA) which is a carcinogenic side product. Click here for more information.

Analysis Note

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

Other Notes

Replaces: 01-62-0016

Legal Information

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

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

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Informacja o środkach bezpieczeństwa

• pictograms: GHS07,GHS09
• signalword: Warning
• hcodes: H302,H317,H410
• pcodes: P261 - P264 - P273 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1
• Klasa składowania: 13 - Non Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable