{"@context":{"@vocab":"https://cir.nii.ac.jp/schema/1.0/","rdfs":"http://www.w3.org/2000/01/rdf-schema#","dc":"http://purl.org/dc/elements/1.1/","dcterms":"http://purl.org/dc/terms/","foaf":"http://xmlns.com/foaf/0.1/","prism":"http://prismstandard.org/namespaces/basic/2.0/","cinii":"http://ci.nii.ac.jp/ns/1.0/","datacite":"https://schema.datacite.org/meta/kernel-4/","ndl":"http://ndl.go.jp/dcndl/terms/","jpcoar":"https://github.com/JPCOAR/schema/blob/master/2.0/"},"@id":"https://cir.nii.ac.jp/crid/1390282681265622912.json","@type":"Article","productIdentifier":[{"identifier":{"@type":"DOI","@value":"10.1295/polymj.31.167"}},{"identifier":{"@type":"COI","@value":"1:CAS:528:DyaK1MXhsVaktLg%3D"}},{"identifier":{"@type":"NDL_BIB_ID","@value":"4657806"}},{"identifier":{"@type":"URI","@value":"http://id.ndl.go.jp/bib/4657806"}},{"identifier":{"@type":"URI","@value":"https://ndlsearch.ndl.go.jp/books/R000000004-I4657806"}},{"identifier":{"@type":"NAID","@value":"10006278737"}},{"identifier":{"@type":"NAID","@value":"30001926172"}}],"dc:title":[{"@language":"en","@value":"Synthesis of 3-Acetamido-3-deoxy-(1.RAR.5)-.ALPHA.-D-ribofuranan by Ring-Opening Polymerization of 1,4-anhydro-3-azido-.ALPHA.-D-ribopyranose Derivative."},{"@value":"Synthesis of 3-Acetamido-3-deoxy-(1→5)-α-D-ribofuranan by Ring-Opening Polymerization of 1,4-Anhydro-3-azido-α-D-ribopyranose Derivative"},{"@language":"ja-Kana","@value":"Synthesis of 3 Acetamido 3 deoxy 1 5 アルファ D ribofuranan by Ring-Opening"}],"dc:language":"en","description":[{"type":"abstract","notation":[{"@language":"en","@value":"A stereoregular 3-acetamido-3-deoxy-(1→5)-α-<small>D</small>-ribofuranan (3AAdRF) was synthesized by the synthetic route starting from selective ring-opening polymerization of 1,4-anhydro-3-azido-2-<I>O</I>-<I>t</I>-butyldimethylsilyl-3-deoxy-α-<small>D</small>-ribopyranose (A3ASR). A3ASR was polymerized by BF<SUB>3</SUB>·OEt<SUB>2</SUB> catalyst at low temperature to give 3-azido-2-<I>O</I>-<I>t</I>-butyl-dimethylsilyl-(1→5)-α-<small>D</small>-ribofuranan (3AzSRF) with \\\\bar<I>M<SUB>n</SUB></I> of 1.4×10<SUP>4</SUP>—1.9×10<SUP>4</SUP> and [α]<SUB>D</SUB> of +249—+266°. 3AzSRF was reduced with NaBH<SUB>4</SUB> in a tetrahydrofuran (THF)–ethanol mixture to afford 3-amino-2-<I>O</I>-<I>t</I>-butyldimethylsilyl-3-deoxy-(1→5)-α-<small>D</small>-ribofuranan (3AmSRF). Acetylation of the amino group in 3AmSRF produced 3-acetamido-ribofuranan derivative (3AAdSRF), and then desilylation of the 3AAdSRF gave 3AAdRF with \\\\bar<I>M<SUB>n</SUB></I> ranging from 9.4×10<SUP>3</SUP> to 10.5×10<SUP>3</SUP> and [α]<SUB>d</SUB> of +195°. The structure analysis was performed by <SUP>13</SUP>C and <SUP>1</SUP>H NMR spectroscopy, IR spectroscopy, and optical rotation measurements."}],"abstractLicenseFlag":"disallow"}],"creator":[{"@id":"https://cir.nii.ac.jp/crid/1410282681265622914","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000000406770"}],"foaf:name":[{"@language":"en","@value":"Borjihan Gereltu"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Institute of Industrial Science, University of Tokyo"}]},{"@id":"https://cir.nii.ac.jp/crid/1410001206287773184","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000257750860"},{"@type":"NRID","@value":"9000000469495"}],"foaf:name":[{"@language":"en","@value":"Okuyama Kohsaku"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Institute of Industrial Science, University of Tokyo"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282681265622912","@type":"Researcher","foaf:name":[{"@language":"en","@value":"Katsuraya Kaname"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Institute of Industrial Science, University of Tokyo"}]},{"@id":"https://cir.nii.ac.jp/crid/1410282681265622915","@type":"Researcher","personIdentifier":[{"@type":"NRID","@value":"9000283201744"}],"foaf:name":[{"@language":"en","@value":"Uryu Toshiyuki"}],"jpcoar:affiliationName":[{"@language":"en","@value":"Institute of Industrial Science, University of Tokyo"}]}],"publication":{"publicationIdentifier":[{"@type":"PISSN","@value":"00323896"},{"@type":"EISSN","@value":"13490540"},{"@type":"NDL_BIB_ID","@value":"000000128645"},{"@type":"ISSN","@value":"00323896"},{"@type":"LISSN","@value":"00323896"},{"@type":"NCID","@value":"AA00777013"}],"prism:publicationName":[{"@language":"en","@value":"Polymer Journal"},{"@language":"en","@value":"Polym. J."}],"dc:publisher":[{"@language":"en","@value":"The Society of Polymer Science, Japan"}],"prism:publicationDate":"1999","prism:volume":"31","prism:number":"2","prism:startingPage":"167","prism:endingPage":"171"},"reviewed":"false","dcterms:accessRights":"http://purl.org/coar/access_right/c_abf2","url":[{"@id":"http://id.ndl.go.jp/bib/4657806"},{"@id":"https://ndlsearch.ndl.go.jp/books/R000000004-I4657806"}],"availableAt":"1999","foaf:topic":[{"@id":"https://cir.nii.ac.jp/all?q=3-Acetamido-%CE%B1-%3Csmall%3ED%3C/small%3E-ribofuranan","dc:title":"3-Acetamido-α-<small>D</small>-ribofuranan"},{"@id":"https://cir.nii.ac.jp/all?q=Azido%20Polysaccharides","dc:title":"Azido Polysaccharides"},{"@id":"https://cir.nii.ac.jp/all?q=Azido%20Reduction","dc:title":"Azido Reduction"},{"@id":"https://cir.nii.ac.jp/all?q=Ring-Opening%20Polymerization","dc:title":"Ring-Opening Polymerization"}],"relatedProduct":[{"@id":"https://cir.nii.ac.jp/crid/1360011146260959232","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Carboxymethyl-chitin as a drug carrier of sustained release"}]},{"@id":"https://cir.nii.ac.jp/crid/1360011146628144384","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Synthesis of Cellulose-Type Polyriboses and Their Branched Sulfates with Anti-AIDS Virus Activity by Selective Ring-Opening Copolymerization of 1,4-Anhydro-.alpha.-D-ribopyranose Derivatives"}]},{"@id":"https://cir.nii.ac.jp/crid/1360292619876940288","@type":"Article","relationType":["references"],"jpcoar:relatedTitle":[{"@value":"Increase in chitin as an essential response to defects in assembly of cell wall polymers in the ggp1delta mutant of Saccharomyces 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