HATU (Hexafluorophosphate Azabenzotriazole Tetramethyl Uronium) is a reagent used in peptide coupling chemistry to generate an active ester from a carboxylic acid. HATU is used along with Hünig's base ( N,N -diisopropylethylamine), or triethylamine to form amide bonds.

The resulting HOAt anion reacts with the newly formed activated carboxylic acid derived intermediate to form an OAt activated ester. The amine reacts with the OAt activated ester to form the amide pdt. A detailed mechanism illustrating the conversion of …

Example procedures for the conversion of an amine to an amide using HATU.

2024年7月3日 · HATU was a third-generation coupling reagent with the ability to decrease racemization. HATU causes amine acylation or the formation of an amide bond. In addition to nucleophiles, it is employed in peptide cyclization. HATU catalyzes the …

HATU is a widely used reagent for the synthesis of amide derivatives. 18, 19 Our coupling reaction of carboxylic acid 1 and amine 2 with 1 equivalent of HATU in the presence of 5 equivalents of DIPEA in DMF at 23 °C for 5 h resulted in 38% yield of amide derivative 3a after silica gel chromatography (entry 1).

HATU was a third-genera-tion coupling reagent with the ability to decrease racemiza-tion. HATU causes amine acylation or the formation of an amide bond. In addition to nucleophiles, it is employed in peptide cyclization. HATU catalyzes the nucleophilic addi-tion process. shown in …

2023年1月8日 · HATU is one of the very promising peptide coupling reagents to generate an active ester from a carboxylic acid. It was first reported by Louis A. Carpino in 1993 as an efficient means of preparing active esters derived from 1-hydroxy-7-azabenzotriazole (HOAt).

HATU 8 since its innovation, has been established as a peptide coupling reagent with enhanced reactivity, devoid of side product(s) formation and racemization in the formed products compared to other commonly used coupling reagents.

Coupling with HATU, HBTU, HCTU or TBTU. Remove the N-protecting group using standard deprotection protocols. Dissolve 2.0 equivalents (based on resin substitution) of the protected amino acid in DMF (5 mL/g of resin) and add to the resin.

The mechanism for a peptide coupling reaction which uses (1- [Bis (dimethylamino)methylene]-1H-1,2,3-triazolo [4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU) as the coupling agent. The...