Predicting relative efficiency of amide bond formation using multivariate linear regression was written by Haas, Brittany C.;Goetz, Adam E.;Bahamonde, Ana;McWilliams, J. Christopher;Sigman, Matthew S.. And the article was included in Proceedings of the National Academy of Sciences of the United States of America in 2022.Formula: C3H9NO The following contents are mentioned in the article:
Herein, the development of statistical models correlating measured rates to phys. organic descriptors to enable the prediction of reaction rates for untested carboxylic acid/amine pairs was reported. The key to the success of this endeavor was the development of an end-to-end data science-based work flow to select a set of coupling partners that were appropriately distributed in chem. space to facilitate statistical model development. By using a parameterization, dimensionality reduction, and clustering protocol, a training set was identified. Reaction rates for a range of carboxylic acid and primary alkyl amine couplings utilizing carbonyldiimidazole (CDI) as the coupling reagent were measured. The collected rates span five orders of magnitude, confirming that the designed training set encompasses a wide range of chem. space necessary for effective model development. Regressing these rates with high-level d. functional theory (DFT) descriptors allowed for identification of a statistical model wherein the mol. features of the carboxylic acid are primarily responsible for the observed rates. Finally, out-of-sample amide couplings are used to determine the limitations and effectiveness of the model. This study involved multiple reactions and reactants, such as 2-Methoxyethylamine (cas: 109-85-3Formula: C3H9NO).
2-Methoxyethylamine (cas: 109-85-3) belongs to ethers. Esters are widespread in nature and are widely used in industry. In nature, fats are in general triesters derived from glycerol and fatty acids. Esters are responsible for the aroma of many fruits, including apples, durians, pears, bananas, pineapples, and strawberries. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Formula: C3H9NO
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem