1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate

Description

BOP is a reagent used occasionally in amide coupling reactions. The use of BOP forms Hexamethylphosphoramide (HMPA) as a by-pdt which is a known carcinogen. PyBOP is considered a safer alternative to BOP.

The Uses of 1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate

1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate is 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.

The Uses of 1H-Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate

To a mixture of the acid (0.3 g, 0.85 mmol) and BOP (442 mg, 1 mmol) in DMF at 0 C was added TEA (0.3 mL 2.14 mmol). The resulting mixture was stirred for 5 min, after which time the amine (110 mg, 1 mmol) in DMF was added dropwise and the reaction was stirred at RT for 5 h. The mixture was diluted with H2O and stirred overnight. The resulting solids were filtered and purified by chromatography (3% MeOH/CHCl3) to provide the product. [70 mg]

What are the applications of Application

BOP is a useful reagent for peptide coupling, esterification of carboxilic acids and other research uses