{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Gudelis E"],"funding":["Kaunas University of Technology","Vipergen ApS (Copenhagen, Denmark) and the Doctoral Fund of Kaunas University of Technology"],"pagination":["1091"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC9921373"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["28(3)"],"pubmed_abstract":["In this paper, a simple and efficient synthetic route for the preparation of new heterocyclic amino acid derivatives containing azetidine and oxetane rings was described. The starting (<i>N</i>-Boc-azetidin-3-ylidene)acetate was obtained from (<i>N</i>-Boc)azetidin-3-one by the DBU-catalysed Horner-Wadsworth-Emmons reaction, followed by aza-Michael addition with NH-heterocycles to yield the target functionalised 3-substituted 3-(acetoxymethyl)azetidines. Methyl 2-(oxetan-3-ylidene)acetate was obtained in a similar manner, which was further treated with various (<i>N</i>-Boc-cycloaminyl)amines to yield the target 3-substituted 3-(acetoxymethyl)oxetane compounds. The synthesis and diversification of novel heterocyclic amino acid derivatives were achieved through the Suzuki-Miyaura cross-coup"],"journal":["Molecules (Basel, Switzerland)"],"pubmed_title":["Synthesis of New Azetidine and Oxetane Amino Acid Derivatives through Aza-Michael Addition of NH-Heterocycles with Methyl 2-(Azetidin- or Oxetan-3-Ylidene)Acetates."],"pmcid":["PMC9921373"],"funding_grant_id":["Doctoral Fund of Kaunas University of Technology No. A-410, approved 26 June 2019","A-410"],"pubmed_authors":["Jankauskas R","Stanciauskaite M","Kleiziene N","Krikstolaityte S","Milisiunaite V","Slok FA","Gudelis E","Bieliauskas A","Sachleviciute U","Sackus A"],"additional_accession":[]},"is_claimable":false,"name":"Synthesis of New Azetidine and Oxetane Amino Acid Derivatives through Aza-Michael Addition of NH-Heterocycles with Methyl 2-(Azetidin- or Oxetan-3-Ylidene)Acetates.","description":"In this paper, a simple and efficient synthetic route for the preparation of new heterocyclic amino acid derivatives containing azetidine and oxetane rings was described. The starting (<i>N</i>-Boc-azetidin-3-ylidene)acetate was obtained from (<i>N</i>-Boc)azetidin-3-one by the DBU-catalysed Horner-Wadsworth-Emmons reaction, followed by aza-Michael addition with NH-heterocycles to yield the target functionalised 3-substituted 3-(acetoxymethyl)azetidines. Methyl 2-(oxetan-3-ylidene)acetate was obtained in a similar manner, which was further treated with various (<i>N</i>-Boc-cycloaminyl)amines to yield the target 3-substituted 3-(acetoxymethyl)oxetane compounds. The synthesis and diversification of novel heterocyclic amino acid derivatives were achieved through the Suzuki-Miyaura cross-coup","dates":{"release":"2023-01-01T00:00:00Z","publication":"2023 Jan","modification":"2025-08-16T03:06:23.543Z","creation":"2024-10-18T03:13:43.627Z"},"accession":"S-EPMC9921373","cross_references":{"pubmed":["36770762"],"doi":["10.3390/molecules28031091"]}}