Providing a New Aniline Bioisostere through the Photochemical Production of 1-Aminonorbornanes was written by Staveness, Daryl;Sodano, Taylor M.;Li, Kangjun;Burnham, Elizabeth A.;Jackson, Klarissa D.;Stephenson, Corey R. J.. And the article was included in Chem in 2019.Formula: C13H24N2O This article mentions the following:
The photochem. conversion of aminocyclopropanes into 1-aminonorbornanes via formal [3 + 2] cycloadditions initiated by homolytic fragmentation of amine radical cation intermediates was described. Aligned with the modern movement toward sp3-rich motifs in drug discovery, this strategy provided access to a diverse array of substitution patterns on this saturated carbocyclic framework while offered the robust functional-group tolerance (e.g., -OH, -NHBoc) necessary for further derivatization. The metabolic stability was evaluated for selected morpholine-based 1-aminonorbornanes demonstrated a low propensity for oxidative processing and no proclivity toward reactive metabolite formation, suggested a potential bioisosteric role for 1-aminonorbornanes. Continuous-flow processing allowed for efficient operation on the gram scale, provided promise for translation to industrially relevant scales. This methodol. only required low loadings of a com. available, visible-light-active photocatalyst and a simple salt; thus, it stayed true to sustainability goals while readily delivered saturated building blocks that reduced metabolic susceptibility within drug development programs. In the experiment, the researchers used many compounds, for example, 1,3-Dicyclohexylurea (cas: 2387-23-7Formula: C13H24N2O).
1,3-Dicyclohexylurea (cas: 2387-23-7) belongs to amides. Compared to amines, amides are very weak bases and do not have clearly defined acid–base properties in water. On the other hand, amides are much stronger bases than esters, aldehydes, and ketones. Amides are stable compounds. The lower-melting members (such as acetamide) can be readily purified by fractional distillation. Most amides are solids which have low solubilities in water.Formula: C13H24N2O
Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics