1243539-67-4Relevant academic research and scientific papers
Enantioconservative synthesis of polysubstituted pyrimido[4,5- b ]azepines
Gerig, Britta,Girreser, Ulrich,Schuett, Martin,Heber, Dieter
, p. 2017 - 2022 (2010)
A three-step enantioconservative protocol was developed for the synthesis of polysubstituted pyrimido[4,5-b]azepines. First, 1,3-dimethyl-6-[N-(2- alkoxycarbonylalkyl)amino]uracils were synthesized by nucleophilic substitution of 6-chloro-1,3-dimethyluracil with amino acids. Subsequent acylation of the uracils by a mixture of acetic anhydride and cyanoacetic acid gave the corresponding 5-cyanoacetylated pyrimidines. In the final step, the pyrimidines were subjected to Dieckmann cyclization with a sodium alcoholate in the corresponding alcohol to afford the corresponding pyrimido[4,5-b]azepines. By using uracils of N-monosubstituted amino acids, cyclization was combined with ring opening of the pyrimidine ring system to afford polysubstituted azepines. Georg Thieme Verlag Stuttgart.
