{"data":{"id":"10.6084/m9.figshare.c.2127071.v1","type":"dois","attributes":{"doi":"10.6084/m9.figshare.c.2127071.v1","prefix":"10.6084","suffix":"m9.figshare.c.2127071.v1","identifiers":[],"alternateIdentifiers":[],"creators":[{"name":"Zhang, Tao","givenName":"Tao","familyName":"Zhang","affiliation":[],"nameIdentifiers":[]},{"name":"Wang, Tianyi","givenName":"Tianyi","familyName":"Wang","affiliation":[],"nameIdentifiers":[]},{"name":"Fang, Zhijie","givenName":"Zhijie","familyName":"Fang","affiliation":[],"nameIdentifiers":[]}],"titles":[{"title":"Regioselective Monoesterification Study of the Diol in 1-C-(4,6-O-Benzylidene-β-D-glucopyranosyl) Acetone"}],"publisher":"Taylor \u0026 Francis","container":{},"publicationYear":2015,"subjects":[{"subject":"Biological Sciences"},{"subject":"Immunology"},{"subject":"FOS: Clinical medicine","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Sociology"},{"subject":"FOS: Sociology","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Ecology"},{"subject":"FOS: Biological sciences","schemeUri":"http://www.oecd.org/science/inno/38235147.pdf","subjectScheme":"Fields of Science and Technology (FOS)"},{"subject":"Chemistry"},{"subject":"Physics"},{"subject":"Biochemistry"},{"subject":"Biophysics"}],"contributors":[],"dates":[{"date":"2015-12-05","dateType":"Created"},{"date":"2019-08-19","dateType":"Updated"},{"date":"2015","dateType":"Issued"}],"language":null,"types":{"ris":"GEN","bibtex":"misc","citeproc":"article","schemaOrg":"Collection","resourceType":"Collection","resourceTypeGeneral":"Collection"},"relatedIdentifiers":[{"relationType":"IsIdenticalTo","relatedIdentifier":"10.6084/m9.figshare.c.2127071","relatedIdentifierType":"DOI"}],"relatedItems":[],"sizes":[],"formats":[],"version":null,"rightsList":[{"rights":"Creative Commons Attribution 4.0 International","rightsUri":"https://creativecommons.org/licenses/by/4.0/legalcode","schemeUri":"https://spdx.org/licenses/","rightsIdentifier":"cc-by-4.0","rightsIdentifierScheme":"SPDX"}],"descriptions":[{"description":"1-C-(4,6-O-Benzylidene-β-D-glucopyranosyl) acetone has been studied in a catalytic system consisting of triethylamine-p-dimethylaminopyridine (TEA-DMAP) in the presence of a number of esterification reagents in dichloromethane. It was found that all-protected and monoprotected products form simultaneously. However, the regioselectivity tends to favor the 3-substituted derivative. Structural parameters have been determined by \u003csup\u003e1\u003c/sup\u003eH NMR, \u003csup\u003e13\u003c/sup\u003eC NMR, \u003csup\u003e1\u003c/sup\u003eH-\u003csup\u003e1\u003c/sup\u003eH correlation spectroscopy, and elemental analysis. Furthermore, a possible mechanism for the formation of intramolecular hydrogen-bond networks between the carbonyl group and 2-OH was described. The energy changes of the transition state in this reaction, as determined by a molecular modelling study, provided further evidence to assign the relative reactivities of each individual hydroxyl group.","descriptionType":"Abstract"}],"geoLocations":[],"fundingReferences":[],"xml":"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","url":"https://tandf.figshare.com/collections/Regioselective_Monoesterification_Study_of_the_Diol_in_1_C_4_6_O_Benzylidene_D_glucopyranosyl_Acetone/2127071/1","contentUrl":null,"metadataVersion":2,"schemaVersion":"http://datacite.org/schema/kernel-4","source":"mds","isActive":true,"state":"findable","reason":null,"viewCount":0,"viewsOverTime":[],"downloadCount":0,"downloadsOverTime":[],"referenceCount":0,"citationCount":0,"citationsOverTime":[],"partCount":0,"partOfCount":0,"versionCount":0,"versionOfCount":0,"created":"2015-12-05T21:21:29.000Z","registered":"2015-12-05T21:21:30.000Z","published":"2015","updated":"2024-03-21T09:32:23.000Z"},"relationships":{"client":{"data":{"id":"figshare.ars","type":"clients"}},"provider":{"data":{"id":"otjm","type":"providers"}},"media":{"data":{"id":"10.6084/m9.figshare.c.2127071.v1","type":"media"}},"references":{"data":[]},"citations":{"data":[]},"parts":{"data":[]},"partOf":{"data":[]},"versions":{"data":[]},"versionOf":{"data":[]}}}}