MilliporeSigma
All Photos(1)

Documents

8.51009

Sigma-Aldrich

PyBOP®

Novabiochem®

Sign Into View Organizational & Contract Pricing

Select a Size

Synonym(s):
Benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate, PyBOP®
Empirical Formula (Hill Notation):
C18H28N6OP · F6P
CAS Number:
Molecular Weight:
520.39
MDL number:

Quality Level

product line

Novabiochem®

Assay

≥99.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

140-155 °C

application(s)

peptide synthesis

storage temp.

2-8°C

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

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
8.512218.5100412805
PyBOP® Novabiochem®

Sigma-Aldrich

8.51009

PyBOP®

PyAOP Novabiochem®

Sigma-Aldrich

8.51221

PyAOP

BOP Benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphonium hexafluorophosphate Novabiochem®

Sigma-Aldrich

8.51004

BOP

assay

≥99.0% (HPLC)

assay

-

assay

≥99.0% (HPLC)

assay

≥97.0% (TLC)

form

powder

form

powder

form

powder

form

solid

mp

140-155 °C

mp

-

mp

138-145 °C

mp

~150 °C, 154-156 °C (dec.) (lit.)

storage temp.

2-8°C

storage temp.

15-25°C

storage temp.

2-8°C

storage temp.

2-8°C

Quality Level

400

Quality Level

200

Quality Level

200

Quality Level

200

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.

Linkage

Replaces: 01-62-0016

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

Legal Information

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

Pictograms

Exclamation markEnvironment

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Customers Also Viewed

Slide 1 of 9

1 of 9

HATU 97%

Sigma-Aldrich

445460

HATU

HBTU 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate Novabiochem®

Sigma-Aldrich

8.51006

HBTU

PyOxim 98%

Sigma-Aldrich

728462

PyOxim

HBTU ≥98.0% (T)

Sigma-Aldrich

12804

HBTU

COMU® 97%

Sigma-Aldrich

712191

COMU®

TBTU 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethylaminium tetrafluoroborate Novabiochem®

Sigma-Aldrich

8.51008

TBTU

PyClock 6-Chloro-benzotriazole-1-yloxy-tris-pyrrolidinophosphonium hexafluorophosphate Novabiochem®

Sigma-Aldrich

8.51087

PyClock

Articles

Peptide Coupling Reagents Selection Guide

Novabiochem® offers a large number of coupling reagents for in situ activation. In situ activating reagents are easy to use, fast reacting – even with sterically hindered amino acids, and their use is generally free of side reactions.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service