{"created":"2023-05-15T16:34:52.796728+00:00","id":7657,"links":{},"metadata":{"_buckets":{"deposit":"3ba1be12-d7a0-43af-ae97-c4608f7faa46"},"_deposit":{"created_by":2,"id":"7657","owners":[2],"pid":{"revision_id":0,"type":"depid","value":"7657"},"status":"published"},"_oai":{"id":"oai:nagasaki-u.repo.nii.ac.jp:00007657","sets":["73:74"]},"author_link":["31917","31915","31916","31914","31913"],"item_2_biblio_info_6":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"2013-04-30","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"8","bibliographicPageEnd":"467","bibliographicPageStart":"464","bibliographicVolumeNumber":"24","bibliographic_titles":[{"bibliographic_title":"Tetrahedron: Asymmetry"}]}]},"item_2_description_4":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"A method of synthesizing an optically active cyclic methionine analogue, 3-aminotetrahydrothiophene-3-carboxylic acid (At5c), is described. A Bucherer-Bergs reaction of 4,5-dihydro-3(2H)-thiophenone and the subsequent alkaline hydrolysis of a hydantoin, followed by Cbz protection of the amine, afforded racemic Cbz-At5c (±)-3 in excellent yield. Diastereomeric esters derived from Cbz-At5c (±)-3 and (R)-BINOL could be separated by column chromatography to give both diastereomers with >99% de. X-ray crystallographic analysis revealed the absolute configuration of the synthesized amino acid derived from the less polar diastereomeric ester to be (S).","subitem_description_type":"Abstract"}]},"item_2_description_63":{"attribute_name":"引用","attribute_value_mlt":[{"subitem_description":"Tetrahedron: Asymmetry, 24(8), pp.464-467; 2013","subitem_description_type":"Other"}]},"item_2_publisher_33":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"Elsevier Limited"}]},"item_2_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isVersionOf","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1016/j.tetasy.2013.03.010","subitem_relation_type_select":"DOI"}}]},"item_2_rights_13":{"attribute_name":"権利","attribute_value_mlt":[{"subitem_rights":"© 2013 Elsevier Ltd. All rights reserved."},{"subitem_rights":"NOTICE: this is the author’s version of a work that was accepted for publication in Tetrahedron: Asymmetry. Changes resulting from the publishing process, such as peer review, editing, corrections, structural formatting, and other quality control mechanisms may not be reflected in this document. Changes may have been made to this work since it was submitted for publication. A definitive version was subsequently published in Tetrahedron: Asymmetry, 24, 8(2013)"}]},"item_2_source_id_7":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"09574166","subitem_source_identifier_type":"ISSN"}]},"item_2_version_type_16":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_ab4af688f83e57aa","subitem_version_type":"AM"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Oba, Makoto"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Shimabukuro, Atsushi"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Ono, Miyako"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Doi, Mitsunobu"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Tanaka, Masakazu"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2020-12-21"}],"displaytype":"detail","filename":"TetAsy24_464.pdf","filesize":[{"value":"167.6 kB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"TetAsy24_464.pdf","url":"https://nagasaki-u.repo.nii.ac.jp/record/7657/files/TetAsy24_464.pdf"},"version_id":"1e0fb7ab-6b9e-43ed-8d26-f41db8dac3fa"}]},"item_keyword":{"attribute_name":"キーワード","attribute_value_mlt":[{"subitem_subject":"cyclic α,α-disubstituted α-amino acid","subitem_subject_scheme":"Other"},{"subitem_subject":"methionine analogue","subitem_subject_scheme":"Other"},{"subitem_subject":"optical resolution","subitem_subject_scheme":"Other"},{"subitem_subject":"chiral amino acid","subitem_subject_scheme":"Other"},{"subitem_subject":"unnatural amino acid","subitem_subject_scheme":"Other"}]},"item_language":{"attribute_name":"言語","attribute_value_mlt":[{"subitem_language":"eng"}]},"item_resource_type":{"attribute_name":"資源タイプ","attribute_value_mlt":[{"resourcetype":"journal article","resourceuri":"http://purl.org/coar/resource_type/c_6501"}]},"item_title":"Synthesis of both enantiomers of cyclic methionine analogue: (R)- and (S)-3-aminotetrahydrothiophene-3-carboxylic acids","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Synthesis of both enantiomers of cyclic methionine analogue: (R)- and (S)-3-aminotetrahydrothiophene-3-carboxylic acids"}]},"item_type_id":"2","owner":"2","path":["74"],"pubdate":{"attribute_name":"公開日","attribute_value":"2013-06-28"},"publish_date":"2013-06-28","publish_status":"0","recid":"7657","relation_version_is_last":true,"title":["Synthesis of both enantiomers of cyclic methionine analogue: (R)- and (S)-3-aminotetrahydrothiophene-3-carboxylic acids"],"weko_creator_id":"2","weko_shared_id":-1},"updated":"2023-05-16T02:19:51.504864+00:00"}