Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate

Chemical properties

Off-White Solid

The Uses of Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate

One of the most convenient coupling reagents for peptide synthesis without carcinogenic by-products. It replaces BOP reagent. This is especially suitable for solid-phase peptide synthesis, avoids racemization.

The Uses of Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate

A mixture of the acid (A) (200 mg, 0.81 mmol), the amine (B) (120 mg, 1.0 mmol), and TEA (0.29 mL, 1.6 mmol) in DMF (4 mL) was treated with PyBOP (380 mg, 1.0 mmol). After 2 h, the reaction mixture was concentrated in vacuo, suspended in H2O (25 mL), and stirred at RT. After 16 h, the mixture was filtered and the filter cake was washed with ether (2 x 2 mL) to provide the product as a yellow solid. [260 mg, 91%]

The Uses of Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate

1H-Benzotriazol-1-yloxytri(1-pyrrolidinyl) phosphonium hexafluorophosphate is a peptide coupling reagent utilized in solid phase peptide synthesis. It is also used as a substitute for the (benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) reagent.

The Uses of Benzotriazole-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate

Reagent for:
Synthesis of single labeled oligonucleotides that fluoresce upon matched hybridization
Generation of endocrine disruptor chemical binders
Cycloaddition to template-assembled multivalent peptide conjugates

General Description

(Benzotriazol-1-yloxy)tripyrrolidinophosphonium hexafluorophosphate (PyBOP) is an activator of carboxyl group commonly used in peptide synthesis. It also participates in the carboxylic acid esterification. It shows characteristics similar to benzotriazol-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate (BOP) and can be utilized as an alternative to BOP in peptide bond formation.