Condensation of Benzyl Carbamate with Glyoxal in Polar Protic and Aprotic Solvents.

ABSTRACT: The synthesis of substituted 2,4,6,8,10,12-hexaazaisowurtzitane via direct condensation is challenging. The selection of starting ammonia derivatives is very limited. The important step in developing alternative synthetic routes to these compounds is to investigate their formation process in detail. Here, we examined an acid-catalyzed condensation between benzyl carbamate and glyoxal in a ratio of 2:1 in a range of polar protic and aprotic solvents, and discovered a new process occurring during the cascade condensation of glyoxal with ammonia derivatives as well as discovered several processes hindering the formation of caged compounds. More specifically, a cyclic compound, N,N'-bis(carbobenzoxy)-3,6-diamino-1,4-dioxane-2,5-diol, was found to form at the early stage of conden

SUBMITTER: Paromov AE 

PROVIDER: S-EPMC10675631 | biostudies-literature | 2023 Nov

REPOSITORIES: biostudies-literature