{"created":"2023-07-27T06:29:56.900628+00:00","id":14763,"links":{},"metadata":{"_buckets":{"deposit":"f3b61581-a476-42b4-a0c3-03122ba5570d"},"_deposit":{"created_by":3,"id":"14763","owners":[3],"pid":{"revision_id":0,"type":"depid","value":"14763"},"status":"published"},"_oai":{"id":"oai:kanazawa-u.repo.nii.ac.jp:00014763","sets":["1132:1133:1135"]},"author_link":["26389","26390","26391","26369","26388"],"item_4_biblio_info_8":{"attribute_name":"書誌情報","attribute_value_mlt":[{"bibliographicIssueDates":{"bibliographicIssueDate":"1987-07-25","bibliographicIssueDateType":"Issued"},"bibliographicIssueNumber":"7","bibliographicPageEnd":"2760","bibliographicPageStart":"2755","bibliographicVolumeNumber":"35","bibliographic_titles":[{"bibliographic_title":"Chemical & pharmaceutical bulletin"}]}]},"item_4_description_21":{"attribute_name":"抄録","attribute_value_mlt":[{"subitem_description":"The synthesis of (±)-9-demethylprotoemetinol [(±)-3d] was accomplished by LiAlH_4 reduction of the tricyclic ester (±)-5 and subsequent debenzylation of the resulting tricyclic-alcohol (±)-10. Acetylation of (±)-3d with acetic anhydride and pyridine gave the diacetate (±)-11. The same sequence of reactions starting with (-)-5 afforded (-)-9-demethylprotoemetinol [(-)-3d] and the diacetate (-)-11 through (-)-10. Parallel synthetic routes starting with the isomeric tricyclic esters (±)-9 and (-)-9 produced (±)- and (-)-10-demethylprotoemetinols [(±)-4d and (-)-4d] and the corresponding diacetates [(±)-13 and (-)-13] through (±)-12 and (-)-12, respectively. The correctness of the structure and absolute stereochemistry of an Alangiutn alkaloid inferred to be 10-demethylprotoemetinol was confirmed by a direct comparison of its diacetate with synthetic (-)-13.","subitem_description_type":"Abstract"}]},"item_4_publisher_17":{"attribute_name":"出版者","attribute_value_mlt":[{"subitem_publisher":"日本薬学会"}]},"item_4_relation_12":{"attribute_name":"DOI","attribute_value_mlt":[{"subitem_relation_type":"isIdenticalTo","subitem_relation_type_id":{"subitem_relation_type_id_text":"10.1248/cpb.35.2755","subitem_relation_type_select":"DOI"}}]},"item_4_source_id_11":{"attribute_name":"NCID","attribute_value_mlt":[{"subitem_source_identifier":"AA00602100","subitem_source_identifier_type":"NCID"}]},"item_4_source_id_9":{"attribute_name":"ISSN","attribute_value_mlt":[{"subitem_source_identifier":"0009-2363","subitem_source_identifier_type":"ISSN"}]},"item_4_version_type_25":{"attribute_name":"著者版フラグ","attribute_value_mlt":[{"subitem_version_resource":"http://purl.org/coar/version/c_970fb48d4fbd8a85","subitem_version_type":"VoR"}]},"item_creator":{"attribute_name":"著者","attribute_type":"creator","attribute_value_mlt":[{"creatorNames":[{"creatorName":"Fujii, Tozo"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Ohba, Masashi"}],"nameIdentifiers":[{},{},{}]},{"creatorNames":[{"creatorName":"Ali, Esahak"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Suzuki, Hitoshi"}],"nameIdentifiers":[{}]},{"creatorNames":[{"creatorName":"Sakaguchi, Jun"}],"nameIdentifiers":[{}]}]},"item_files":{"attribute_name":"ファイル情報","attribute_type":"file","attribute_value_mlt":[{"accessrole":"open_date","date":[{"dateType":"Available","dateValue":"2017-10-03"}],"displaytype":"detail","filename":"PH-PR-OHBA-M-2755.pdf","filesize":[{"value":"833.0 kB"}],"format":"application/pdf","licensetype":"license_note","mimetype":"application/pdf","url":{"label":"PH-PR-OHBA-M-2755.pdf","url":"https://kanazawa-u.repo.nii.ac.jp/record/14763/files/PH-PR-OHBA-M-2755.pdf"},"version_id":"29405886-5266-4b33-96f1-92bd020362b6"}]},"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":"Quinolizidines. XX. Racetnic and Chiral Syntheses of the Alangium Alkaloids 9-Demethylprotoemetinol and 10-Demethylprotoemetinol(Organic,Chemical)","item_titles":{"attribute_name":"タイトル","attribute_value_mlt":[{"subitem_title":"Quinolizidines. XX. Racetnic and Chiral Syntheses of the Alangium Alkaloids 9-Demethylprotoemetinol and 10-Demethylprotoemetinol(Organic,Chemical)"}]},"item_type_id":"4","owner":"3","path":["1135"],"pubdate":{"attribute_name":"公開日","attribute_value":"2017-10-03"},"publish_date":"2017-10-03","publish_status":"0","recid":"14763","relation_version_is_last":true,"title":["Quinolizidines. XX. Racetnic and Chiral Syntheses of the Alangium Alkaloids 9-Demethylprotoemetinol and 10-Demethylprotoemetinol(Organic,Chemical)"],"weko_creator_id":"3","weko_shared_id":3},"updated":"2023-07-27T12:25:44.454518+00:00"}