12805

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

purum, ≥97.0% (TLC)

• Synonym(s): PyBOP^®
• Linear Formula: C₁₈H₂₈N₆OP · PF₆
• CAS Number: 128625-52-5
• Molecular Weight: 520.39
• Beilstein: 3584612
• MDL number: MFCD00077411
• UNSPSC Code: 12352101
• PubChem Substance ID: 329749882
• NACRES: NA.22

Properties

• grade: purum
• Quality Level: 200
• Assay: ≥97.0% (TLC)
• form: solid
• reaction suitability: reaction type: Coupling Reactions
• mp: ~150 °C; 154-156 °C (dec.) (lit.)
• application(s): peptide synthesis
• storage temp.: 2-8°C
• SMILES string: F[P-](F)(F)(F)(F)F.C1CCN(C1)[P+](On2nnc3ccccc23)(N4CCCC4)N5CCCC5
• InChI: 1S/C18H28N6OP.F6P/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;1-7(2,3,4,5)6/h1-2,9-10H,3-8,11-16H2;/q+1;-1
• InChI key: VIAFLMPQBHAMLI-UHFFFAOYSA-N

Description

General description

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification. It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.

Application

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) may be used in the following studies:

• As coupling reagent in the preparation strategies for peptide-oligonucleotide conjugates.
• Synthesis of structured pure triacylglycerol (TAG) regioisomers.
• As coupling reagent in the synthesis of a 3,5-pyrazolidinedione on soluble polyethylene glycol (PEG) polymer support.
• Synthesis of herceptin- nanoparticles.

Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.

Legal Information

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

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302 - H317 - H410
• Precautionary Statements: P261 - P264 - P273 - P280 - P301 + P312 - P302 + P352
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves