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226084

Sigma-Aldrich

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate

97%, for peptide synthesis

Synonym(s):

BOP, BOP Reagent, Castros reagent

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About This Item

Empirical Formula (Hill Notation):
C12H22F6N6OP2
CAS Number:
Molecular Weight:
442.28
Beilstein:
4287025
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.22

product name

(Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate, 97%

Quality Level

Assay

97%

form

powder

reaction suitability

reaction type: Coupling Reactions

mp

>130 °C (dec.) (lit.)

application(s)

peptide synthesis

storage temp.

2-8°C

SMILES string

F[P-](F)(F)(F)(F)F.CN(C)[P+](On1nnc2ccccc12)(N(C)C)N(C)C

InChI

1S/C12H22N6OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-12-10-8-7-9-11(12)13-14-18;1-7(2,3,4,5)6/h7-10H,1-6H3;/q+1;-1

InChI key

MGEVGECQZUIPSV-UHFFFAOYSA-N

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Application

Reagent for:
Peptide coupling
Synthesis of esters
Esterification of carboxylic acids
Plasmid CAN-encapsulating liposomes
Synthesis of magnolamide for antioxidative activity

Catalyst for preparation of 9-acridinecaroboxamide derivative

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Supplementary Hazards

Storage Class Code

4.1A - Other explosive hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Philip L Keeve et al.
Implant dentistry, 28(2), 177-186 (2018-11-27)
The aim of this review was to systematically screen the literature on surgical non-regenerative treatments of periimplantitis, especially for radiologic and clinical outcomes, and to determine predictable therapeutic options for the clinical management of periimplantitis lesions. The potentially relevant literature
Synthesis, 2677-2677 (2006)
M. H. Kim and D. V. Patel,
Tetrahedron Letters, 35, 5603-5606 (1994)
Zhiyun Du et al.
Chemical communications (Cambridge, England), 47(46), 12488-12490 (2011-10-22)
We report here, for the first time, the BOP-mediated one-pot macrocyclization that is facilitated and guided by internally placed intramolecular H-bonds to allow for the highly selective formation of five-residue cation-binding macrocycles.
Zohaib Akram et al.
Journal of periodontology, 91(3), 396-402 (2019-08-08)
It is hypothesized that levels of advanced glycation end products (AGEs) are higher in the gingival crevicular fluid (GCF) of chronic periodontitis (CP) patients with type-2 diabetes mellitus (type-2 DM) than controls (systemically healthy individuals without CP. The aim was

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