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12805

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

Name: (Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate
Brand: SIAL

≥97.0% (TLC), for peptide synthesis

Synonym(s):

PyBOP^®

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About This Item

Linear Formula:

C₁₈H₂₈N₆OP · PF₆

CAS Number:

128625-52-5

Molecular Weight:

520.39

NACRES:

NA.22

PubChem Substance ID:

329749882

UNSPSC Code:

12352101

MDL number:

MFCD00077411

Beilstein/REAXYS Number:

3584612

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Properties

Product Name

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, purum, ≥97.0% (TLC)

grade

purum

Quality Segment

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

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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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c