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8.51087

Sigma-Aldrich

PyClock

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

Synonym(s):

PyClock, 6-Chloro-benzotriazole-1-yloxy-tris-pyrrolidinophosphonium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C18H27ClF6N6OP2
CAS Number:
Molecular Weight:
554.84
MDL number:
UNSPSC Code:
12352107
NACRES:
NA.22

Quality Level

product line

Novabiochem®

Assay

≥98.0% (HPLC)

form

powder

reaction suitability

reaction type: Coupling Reactions

manufacturer/tradename

Novabiochem®

mp

165-175 °C

application(s)

peptide synthesis

storage temp.

2-8°C

InChI

1S/C18H27ClN6OP.F6P/c19-16-7-8-17-18(15-16)25(21-20-17)26-27(22-9-1-2-10-22,23-11-3-4-12-23)24-13-5-6-14-24;1-7(2,3,4,5)6/h7-8,15H,1-6,9-14H2;/q+1;-1

InChI key

QJZCQEPNBRAYQL-UHFFFAOYSA-N

General description

PyClocK is the 6-chloro analog of PyBOP. Reaction of protected amino acids with PyClocK in the presence of base generates the corresponding 6-chloro-1-benzotriazolyl (Cl-OBt) ester. These active esters are considerably more reactive than those produced when using PyBOP or HBTU, owing to 6-chloro-1-hydroxybenzotriazole (Cl-HOBt) being more acidic than HOBt. PyClocK is an excellent coupling reagent for situations where carboxyl activation may be sluggish, such as cyclizations and fragment condensations, as unlike imminium-based reagents such as HBTU and HATU excess PyClocK cannot cause end-capping of peptide chains.


Associated Protocols and Technical Articles
Guide to Selection of Coupling Reagents

Analysis Note

Color (visual): white to slight yellow to beige
Appearance of substance (visual): powder
Identity (IR): conforms
Assay (HPLC, area%): ≥ 98.0 % (a/a)
Solubility (5% in NMP (1-Methyl-2-pyrrolidone)): clear

Legal Information

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - 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’.

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Articles

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.

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