In 2002,Hayashi, Kazuhiko; Hiki, Shinsuke; Kumagai, Toshio; Nagao, Yoshimitsu published ãSynthesis of azetidine derivatives using 1-azabicyclo[1.1.0]butaneã?Heterocycles published the findings.Quality Control of Azetidin-3-ol hydrochloride The information in the text is summarized as follows:
A THF solution of 1-azabicyclo[1.1.0]butane (2), obtained from 2,3-dibromopropylamine hydrobromide, was treated with HCl-EtOH, 48% HBr, ClCO2Et, Ts2O, HCO2H-2.7N HCl-MeOH, or Ac2O-3N HCl to give the corresponding 3-monosubstituted and 1,3-disubstituted azetidine derivatives (e.g. 77% 1-Carboethoxy-3-chloroazetidine). Similar treatment of 2 with AcSH afforded 1-acetyl-3-acetylthioazetidine, which was converted to 1-(1,3-thiazolidin-2-yl)azetidine-3-thiol hydrochloride. 2 And various bromides were heated to furnish 3-bromoazetidine derivatives (e.g. 45% 3-bromo-1-cyanomethylazetidine) and/or N,N-disubstituted 2,3-dibromopropylamines (e.g. 42% 2,3-dibromo-1-(N,N-dibenzylamino)propane). The reaction of 2 with benzoyl peroxide or N-bromosuccinimide gave each corresponding 1,3-disubstituted azetidine derivative (11% 1-benzoyl-3-benzoylperoxyazetidine or 3% 3-Bromo-1-(tetrahydrofuran-2-yl)azetidine). In the experiment, the researchers used many compounds, for example, Azetidin-3-ol hydrochloride(cas: 18621-18-6Quality Control of Azetidin-3-ol hydrochloride)
Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Quality Control of Azetidin-3-ol hydrochloride Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.
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