Predicting relative efficiency of amide bond formation using multivariate linear regression.

ABSTRACT: Amides are ubiquitous in biologically active natural products and commercial drugs. The most common strategy for introducing this functional group is the coupling of a carboxylic acid with an amine, which requires the use of a coupling reagent to facilitate elimination of water. However, the optimal reaction conditions often appear rather arbitrary to the specific reaction. Herein, we report the development of statistical models correlating measured rates to physical organic descriptors to enable the prediction of reaction rates for untested carboxylic acid/amine pairs. The key to the success of this endeavor was the development of an end-to-end data science–based workflow to select a set of coupling partners that are appropriately distributed in chemical space to facilitate statistical mo

SUBMITTER: Haas BC 

PROVIDER: S-EPMC9169781 | biostudies-literature | 2022 Apr

REPOSITORIES: biostudies-literature