CAS 156311-85-2

7-Azabenzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

Description:

7-Azabenzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, commonly referred to as a phosphonium salt, is a chemical compound characterized by its unique structure that includes a phosphonium cation and a hexafluorophosphate anion. This compound is often utilized as a coupling reagent in organic synthesis, particularly in peptide synthesis and other applications requiring the activation of carboxylic acids. Its properties include high solubility in polar organic solvents, which facilitates its use in various chemical reactions. The presence of the azabenzotriazole moiety contributes to its stability and reactivity, making it effective in promoting nucleophilic attacks. Additionally, the dimethylamino groups enhance its nucleophilicity, further aiding in its role as a coupling agent. Safety considerations should be taken into account due to the potential toxicity of phosphonium salts and the handling of hexafluorophosphate, which can be hazardous. Overall, this compound is valued in synthetic organic chemistry for its efficiency and effectiveness in facilitating complex reactions.

Formula: C₁₁H₂₁F₆N₇OP₂

InChI: InChI=1/C11H21N7OP.F6P/c1-15(2)20(16(3)4,17(5)6)19-18-11-10(13-14-18)8-7-9-12-11;1-7(2,3,4,5)6/h7-9H,1-6H3;/q+1;-1

Synonyms:

• 7-Azabenzotriazol-1-yloxytris(dimethylamino)phosph
• AOP
• Tris(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)phosphorus hexafluorophosphate
• 7-Azabenzotriazol-1-yloxytris(dimethyamino) phosphonium hexafluorosphate
• tris(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)phosphonium hexafluorophosphate

(7-Azabenzotriazol-1-yloxy)tris(dimethylamino)phosphonium Hexafluorophosphate

CAS: 156311-85-2

Formula: C₁₁H₂₁F₆N₇OP₂

Purity: >98.0%(HPLC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 443.27

Ref: 3B-A2782

Phosphorus(1+), [3-(hydroxy-κO)-1,2,3-triazolo[4,5-b]pyridinato]tris(N-methylmethanaminato)-, (T-4)-, hexafluorophosphate(1-) (1:1)

CAS: 156311-85-2

Formula: C₁₁H₂₁F₆N₇OP₂

Purity: 96%

Color and Shape: Solid

Molecular weight: 443.2687

Ref: IN-DA001OOR

7-Azabenzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate

CAS: 156311-85-2

7-Azabenzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate

Purity: 98%

Color and Shape: Solid

Molecular weight: 443.27g/mol

Ref: 54-PC510112

AOP

CAS: 156311-85-2

AOP is a phosphonium salt and a HOAt derivative employed as a coupling reagent for peptide synthesis. AOP can be used in solution and solid-phase synthesis, is highly efficient with both linear and cyclic peptides, allows to achieve good yields, is a racemisation suppressant and has good reaction rates. AOP is soluble in DMF and requires presence of a base such as Hünig’s base. The drawback of using AOP is the formation of the toxic and carcinogenic by-product HMPA, therefore, it must be handled with care. The pyrrolidino derivative PyAOP is a good alternative to AOP as it achieves comparable performances, but generates a less toxic by-product.

Formula: C₁₁H₂₁F₆N₇OP₂

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 443.27 g/mol

Ref: 3D-FA15661

((3H-[1,2,3]Triazolo[4,5-b]pyridin-3-yl)oxy)tris(dimethylamino)phosphonium hexafluorophosphate(V)

CAS: 156311-85-2

Formula: C₁₁H₂₁F₆N₇OP₂

Purity: 95.0%

Color and Shape: Solid, Off-white to white crystalline powder

Molecular weight: 443.275

Ref: 10-F361885