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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

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.[1][2]

pictograms

Exclamation mark
GHS07

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

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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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