AI Article Synopsis
- A new dehydrative condensing reagent, DMT-TU, has been created, which is based on triazinyluronium.
- DMT-TU is safer than traditional reagents since it lacks high-energy N-N and N-O bonds, making it less explosive according to differential scanning calorimetry.
- The reagent successfully converts carboxylic acids and amines into amides at room temperature and minimizes racemization in peptide bond formation.
Article Abstract
A triazinyluronium-based dehydrative condensing reagent, 2-(4,6-dimethoxy-1,3,5-triazin-2-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (DMT-TU), has been developed. Unlike commonly used guanidinium- and uronium-based reagents, DMT-TU does not contain high-energy N-N and N-O bonds, reducing its explosivity, as suggested by differential scanning calorimetry. Using DMT-TU in the presence of PrEtN at room temperature, carboxylic acids and amines were effectively converted to their corresponding amides. Additionally, peptide bond formation with DMT-TU exhibited suppressed racemization ratios.
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| http://dx.doi.org/10.1021/acs.joc.4c02075 | DOI Listing |
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