CAS 56602-33-6

BOP reagent

Description:

BOP reagent, or benzotriazol-1-yl-oxy-tris(dimethylamino)phosphonium hexafluorophosphate, is a chemical compound commonly used in organic synthesis, particularly in peptide coupling reactions. It serves as a coupling agent that facilitates the formation of amide bonds between carboxylic acids and amines. BOP reagent is characterized by its ability to activate carboxylic acids, making them more reactive towards nucleophilic attack by amines. This reagent is typically favored for its mild reaction conditions and compatibility with various functional groups, which minimizes side reactions. It is a white to off-white solid that is soluble in polar organic solvents. Safety precautions should be observed when handling BOP reagent, as it can be hazardous and may cause irritation. Proper storage in a cool, dry place, away from moisture and incompatible substances, is essential to maintain its stability and effectiveness in synthetic applications.

Formula: C₁₂H₂₂N₆OP·F₆P

InChI: 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: InChIKey=MGEVGECQZUIPSV-UHFFFAOYSA-N

SMILES: [P+](ON1C=2C(N=N1)=CC=CC2)(N(C)C)(N(C)C)N(C)C.[P+5]([F-])([F-])([F-])([F-])([F-])[F-]

Synonyms:

• (1H-benzotriazol-1-yloxy)[tris(dimethylamino)]phosphonium hexafluorophosphate
• (Benzotriazol-1-yloxy)tris(dimethylamino) hexafluorophosphate
• (Boranyloxy)Phosphane
• 1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate
• 1H-Benzotriazole, 1-hydroxy-, phosphorus complex
• 2-(1H-Benzotriazol-1-yl)tris(dimethylamino)phosphonium hexafluorophosphate
• BOP
• BOP hexafluorophosphate
• BOP reagent
• Benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate
• Benzotriazol-1-yloxytris(dimethylamino)-phosphonium hexafluorophosphate
• Castro reagent
• Castro's reagent
• Le BOP
• Methanamine, N-methyl-, phosphorus complex
• Phosphate(1-), hexafluoro-, (T-4)-(1-hydroxy-1H-benzotriazolato-O)tris(N-methylmethanaminato)phosphorus(1+)
• Phosphorus(1+), (1-hydroxy-1H-benzotriazolato-O)tris(N-methylmethanaminato)-, (T-4)-, hexafluorophosphate(1-)

1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate [Coupling Reagent for Peptide]

CAS: 56602-33-6

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: >98.0%(HPLC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 442.29

Ref: 3B-B1651

1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate, 98%

CAS: 56602-33-6

1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate is used as a reagent for peptide coupling, lactonization, selective esterification, amidation of alfa amino acids without racemization and synthesis of magnolamide for antioxidative activity and catalyst for 9-acridinecarobox

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: 98%

Color and Shape: Crystalline powder, White

Molecular weight: 442.29

Ref: 02-A16140

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

CAS: 56602-33-6

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: 97%

Color and Shape: Solid

Molecular weight: 442.2806

Ref: IN-DA0032D4

[(1H-Benzotriazol-1-yl)oxy]tris(dimethylamino)phosphonium hexafluorophosphate

CAS: 56602-33-6

[(1H-Benzotriazol-1-yl)oxy]tris(dimethylamino)phosphonium hexafluorophosphate

Formula: C₁₂H₂₂N₆OP·PF₆

Purity: ≥95%

Color and Shape: white to almost white crsytal or powder

Molecular weight: 442.28g/mol

Ref: 54-PC2519

Benzotriazol-1-yl-oxy-tris(dimethylamino) phosphonium hexafluorophosphate (BOP Reagent)

CAS: 56602-33-6

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: ≥ 98.0%

Color and Shape: White to beige or light-yellow powder to crystals

Molecular weight: 442.29

Ref: 7W-GE5235

Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

CAS: 56602-33-6

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: 98.0%

Color and Shape: Solid

Molecular weight: 442.287

Ref: 10-F009018

BOP

CAS: 56602-33-6

BOP, also known with the name of Castro’s reagent, is a phosphonium coupling reagent used for peptide synthesis. BOP can be employed in presence of a base such as triethylamine or Hünig’s base and forms HOBt in situ, which then generates an activated ester. BOP is a very effective coupling reagent, achieving high yields, low epimerisation and high conversion rates. However, it forms the extremely toxic and carcinogenic HMPA in situ, therefore the equally efficient pyrrolidino derivative PyBOP was introduced, which leads to a less toxic by-product.

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: Min. 98 Area-%

Color and Shape: White Off-White Powder

Molecular weight: 442.28 g/mol

Ref: 3D-FB01762

BOP Reagent

CAS: 56602-33-6

BOP Reagent is a reagent that reacts with the phosphate group of dinucleotide phosphates, such as those found in DNA and RNA. It can be used for structural analysis and to determine the presence of nucleic acids in human serum or other biological samples. The BOP Reagent binds to the phosphate group by means of intramolecular hydrogen bonding. This reaction generates a transient, covalently-bound enzyme-substrate complex that can be detected by fluorescence probe.

Formula: C₁₂H₂₂N₆OF₆P₂

Purity: Min. 95%

Molecular weight: 442.29 g/mol

Ref: 3D-KBP-1060-PI

Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate

Controlled Product

CAS: 56602-33-6

Applications A peptide coupling reagent. Can be used in the preparation of phenyl esters of amino acids which have been shown to be valuable as blocked derivatives of amino acids in the field of peptide synthesis.
Not a dangerous good if item is equal to or less than 1g/ml and there is less than 100g/ml in the package
References Kenner, G.W., Seely, J., J. Am. Chem. Soc., 94, 3259 (1972), Castro, B., et al.: Tetrahedron Lett., 1219 (1975)

Formula: C₁₂H₂₂N₆OP·F₆P

Color and Shape: Neat

Molecular weight: 442.28

Ref: TR-B207000

BOP Reagent extrapure AR, 98%

CAS: 56602-33-6

Formula: C₁₂H₂₂F₆N₆OP₂

Purity: min. 98.0%

Color and Shape: White to pale yellow, Crystalline powder, Crystalline powder

Molecular weight: 442.29

Ref: SR-59946