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Key Documents

8.51087

Sigma-Aldrich

PyClock

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H27ClF6N6OP2
Número de CAS:
Peso molecular:
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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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Artículos

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.

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