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377848

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

98%, 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
Beilstein/REAXYS Number:
3584612
MDL number:
MFCD00077411
UNSPSC Code:
12352107
PubChem Substance ID:
24863525
NACRES:
NA.22

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Product Name

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate, 98%

Quality Level

200

assay

98%

form

powder, crystals or chunks

reaction suitability

reaction type: Coupling Reactions

mp

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

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This Item
5353031856512805
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate 98%

Sigma-Aldrich

377848

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate 96%

Sigma-Aldrich

535303

(7-Azabenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

Bromotripyrrolidinophosphonium hexafluorophosphate ≥95.0% (HPLC)

Sigma-Aldrich

18565

Bromotripyrrolidinophosphonium hexafluorophosphate

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

Sigma-Aldrich

12805

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

form

powder, crystals or chunks

form

-

form

solid

form

solid

assay

98%

assay

96%

assay

≥95.0% (HPLC)

assay

≥97.0% (TLC)

storage temp.

2-8°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

2-8°C

mp

154-156 °C (dec.) (lit.)

mp

163-168 °C (lit.)

mp

-

mp

~150 °C, 154-156 °C (dec.) (lit.)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

200

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

reaction suitability

reaction type: Coupling Reactions

Application

Analogue of the BOP coupling reagent which does not form carcinogenic HMPA as by-product.
Reagent for:
Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization[1]
Generation of endocrine disruptor chemical binders[2]
Cycloaddition to template-assembled multivalent peptide conjugates[3]

Legal Information

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

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD0354V
BCCJ3244
BCCG7690
BCCD8765
WXBD2213V

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S. Figaroli, et al.,
Tetrahedron, 66, 6912-6918 (2010)
Olga Avrutina et al.
Organic & biomolecular chemistry, 7(20), 4177-4185 (2009-10-02)
Here we describe the facile generation of tetravalent peptide conjugates via a copper(I) catalyzed azide-alkyne cycloaddition (CuAAC) using a cyclic peptide template as a versatile conjugation scaffold. This stable and rigid framework is a conformationally constrained cyclic beta-sheet decorated with
L. Bethge, et al.,
Organic & Biomolecular Chemistry, 8, 2437-2448 (2010)
Ryan J Seelbach et al.
Macromolecular bioscience, 15(8), 1035-1044 (2015-05-07)
BMP-2 and TGF-β1 released from injectable thermoresponsive hydrogels are studied in the presence and absence of branched macromolecules bearing BMP-2 or TGF-β1 affinity binding peptides. The synthesized branched macromolecules and the gelling compositions before and after loading with either BMP-2
Alan K Jarmusch et al.
Journal of pharmaceutical and biomedical analysis, 117, 11-17 (2015-09-05)
Ergot alkaloids are mycotoxins with an array of biological effects. With this study, we investigated for the first time the application of atmospheric pressure photoionization (APPI) as an ionization method for LC-MS analysis of ergot alkaloids, and compared its performance
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