Kuriyama, Yuse; Sasano, Yusuke; Hoshino, Yoshihiko; Uesugi, Shun-ichiro; Yamaichi, Aoto; Iwabuchi, Yoshiharu published an article in 2021. The article was titled 《Highly Regioselective 5-endo-tet Cyclization of 3,4-Epoxy Amines into 3-Hydroxypyrrolidines Catalyzed by La(OTf)3》, and you may find the article in Chemistry – A European Journal.Synthetic Route of C10H22N2O2 The information in the text is summarized as follows:
Highly regioselective intramol. aminolysis of 3,4-epoxy amines was achieved. Key features of this reaction were (1) chemoselective activation of epoxides in the presence of unprotected aliphatic amines in the same mols. by a La(OTf)3 catalyst and (2) excellent regioselectivity for anti-Baldwin 5-endo-tet cyclization. This reaction afforded 3-hydroxy-2-alkylpyrrolidines stereospecifically in high yields. DFT calculations revealed that the regioselectivity might be attributed to distortion energies of epoxy amine substrates. The use of this reaction was demonstrated by the first enantioselective synthesis of an antispasmodic agent prifinium bromide. The experimental process involved the reaction of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3Synthetic Route of C10H22N2O2)
Some of the reported applications of tert-Butyl (5-aminopentyl)carbamate(cas: 51644-96-3) include: synthesis of of a supermacrocycle that self-assemble to form organic nanotubes., preparation of water-soluble unsymmetrical sulforhodamine fluorophores from monobrominated sulfoxanthene dye, synthesis of functionalized porphyrins as biocompatible carrier system for photodynamic therapy (PDT).Synthetic Route of C10H22N2O2
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