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Merck
CN

750425

Sigma-Aldrich

(6-Chlorobenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate

97%

Synonym(s):

TPTDP

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About This Item

Empirical Formula (Hill Notation):
C18H27ClF6N6OP2
CAS Number:
893413-42-8
Molecular Weight:
554.84
MDL number:
MFCD14560589
UNSPSC Code:
12352107
PubChem Substance ID:
329766086

Key Documents

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Assay

97%

form

powder

reaction suitability

reaction type: Coupling Reactions

mp

174-180 °C

functional group

chloro

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.Clc1ccc2nnn(O[P+](N3CCCC3)(N4CCCC4)N5CCCC5)c2c1

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

Application

(6-Chlorobenzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (or PyClock) is the 6-chloro analog of PyBOP. It can be used as an excellent coupling reagent in solution and solid-phase peptide synthesis. It is also used to suppress racemization in the synthesis of various peptide models.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBH9314V

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PyOxP and PyOxB: the Oxyma-based novel family of phosphonium salts
S-F Ramon, et al.
Organic & Biomolecular Chemistry, 8(16), 3665-3673 (2010)
(6-Chloro-1-hydroxybenzotriazol-l-y-N-oxy-tris (pyrrolidino) phosphonium Hexafluorophosphate (PyClock)
Chingle R and Lubell WD
Encyclopedia of Reagents for Organic Synthesis, Second Edition, 8(16), 1-3 (2001)

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