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8.51010

PyBroP

Novabiochem®

Synonym(s):

PyBroP, Bromo-tris-pyrrolidino-phosphonium hexafluorophosphate

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25 g
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$416.00
100 g
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$1,240.00

About This Item

Empirical Formula (Hill Notation):
C12H24BrN3P · F6P
CAS Number:
Molecular Weight:
466.18
UNSPSC Code:
12352107
NACRES:
NA.22
MDL number:
Assay:
≥98.0% (HPLC)
Form:
powder

$416.00


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Quality Segment

product line

Novabiochem®

assay

≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

>100 °C

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.[P+](Br)(N3CCCC3)(N2CCCC2)N1CCCC1

InChI

1S/C12H24BrN3P.F6P/c13-17(14-7-1-2-8-14,15-9-3-4-10-15)16-11-5-6-12-16;1-7(2,3,4,5)6/h1-12H2;/q+1;-1

InChI key

CYKRMWNZYOIJCH-UHFFFAOYSA-N

General description

A superior reagent for rapid and effective coupling of N-methyl amino acids with low enantiomerization and for other critical applications [1,2,3,4,5,6,7,8]. The coupling of N-methyl amino acids is difficult, and usually only gives low to moderate yields of products which are often contaminated with unwanted diastereomers. Many coupling reagents are ineffective or not practical to use: BOP and HOBt are often useless; BOP-Cl, pivaloyl chloride and Dpp-Cl require long reaction times and preactivation at 0°C.For coupling γ-aminoisobutyric acid (Aib), PyBrOP® is most effective when used with dimethylaminopyridine (DMAP) [3].

Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents


Literature references

[1] J. Coste, et al. in ′Peptides, Chemistry, Structure & Biology, Proc. 11th American Peptide Symposium′, J. E. Rivier & G. R. Marshall (Eds), ESCOM, Leiden, 1990, pp. 900.
[2] J. Coste, et al. (1990) Tetrahedron Lett., 31, 669.
[3] J. Coste, et al. in ′Peptides 1990, Proc. 21st European Peptide Symposium′, E. Giralt & D. Andreu (Eds), ESCOM, Leiden, 1990, pp. 76.
[4] J. Coste, et al. (1991) Tetrahedron Lett., 32, 1967.
[5] P. W. Baures, et al. (1997) J. Peptide Res., 50, 1.
[6] T. Doi, et al. (1999) Synlett, 11, 1751.
[7] A. M. Boldi, et al. (2001) J. Comb. Chem., 3, 367.
[8] S. Gazal, et al. (2001) J. Peptide Res., 58, 527.

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): passes test
Assay (HPLC, area%): ≥ 98.0 % (a/a)

Other Notes

Replaces: 01-62-0017

Legal Information

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


Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Codes

WGK

WGK 3

Flash Point (°F)

No data available

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

Flash Point (°C)

No data available



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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