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12805

Sigma-Aldrich

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

≥97.0% (TLC), for peptide synthesis

Synonym(s):

PyBOP®

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5 L
₩270,092
6 X 1 L
₩330,900
25 KG
₩364,081
4 X 2.5 L
₩441,500

₩270,092

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5 L
₩270,092
6 X 1 L
₩330,900
25 KG
₩364,081
4 X 2.5 L
₩441,500

About This Item

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

₩270,092

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Product Name

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

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

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1 of 4

This Item
3778482260848.51009
(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate purum, ≥97.0% (TLC)

12805

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate 98%

377848

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 97%

226084

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

PyBOP® Novabiochem®

8.51009

PyBOP®

grade

purum

grade

-

grade

-

grade

-

form

solid

form

powder, crystals or chunks

form

powder

form

powder

assay

≥97.0% (TLC)

assay

98%

assay

97%

assay

≥99.0% (HPLC)

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

400

mp

~150 °C, 154-156 °C (dec.) (lit.)

mp

154-156 °C (dec.) (lit.)

mp

>130 °C (dec.) (lit.)

mp

140-155 °C

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.[1] 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.[2]

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.[3]
  • Synthesis of structured pure triacylglycerol (TAG) regioisomers.[1]
  • As coupling reagent in the synthesis of a 3,5-pyrazolidinedione on soluble polyethylene glycol (PEG) polymer support.[4]
  • Synthesis of herceptin- nanoparticles.[5]
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

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H317,H410

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
  • Specification Sheet

    • Choose from one of the most recent versions:

    Certificates of Analysis (COA)

    Lot/Batch Number
    WXBD3901V
    MKCM9928
    WXBC9937V
    WXBC7621V
    WXBC6296V

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    Lanthanide triflates as water-tolerant Lewis acids. Activation of commercial formaldehyde solution and use in the aldol reaction of silyl enol ethers with aldehydes in aqueous media.
    Kobayashi S and Hachiya I.
    The Journal of Organic Chemistry, 59(13), 3590-3596 (1994)
    Lanthanide Trifluoromethanesulfonates as Stable Lewis Acids in Aqueous Media. Yb (OTf)3 Catalyzed Hydroxymethylation Reaction of Silyl Enol Ethers with Commercial Formaldehyde Solution.
    Kobayashi S.
    Chemistry Letters (Jpn), 12, 2187-2190 (1991)
    Microwave synthesis of nanocrystalline metal sulfides in formaldehyde solution.
    Liao X-H, et al.
    Materials Science and Engineering, B, 85(1), 85-89 (2001)
    Opas Bunkoed et al.
    Analytica chimica acta, 659(1-2), 251-257 (2010-01-28)
    We report the development of transparent sol-gels with entrapped sensitive and selective reagents for the detection of formaldehyde. The sampling method is based on the adsorption of formaldehyde from the air and reaction with beta-diketones (for example acetylacetone) in a
    James Larkin et al.
    The New England journal of medicine, 373(1), 23-34 (2015-06-02)
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