{"doi":"10.1135/cccc20041877","title":"Kinetics of Methylation of Methyl 5-Deoxy-α/β-D-xylofuranosides","abstract":"<jats:p>The kinetics of methylation of methyl 5-deoxy-α-D-xylofuranoside (<jats:bold>1</jats:bold>), methyl 5-deoxy-β-D-xylofuranoside (<jats:bold>2</jats:bold>) and their partly methylated derivatives with methyl iodide in the presence of sodium hydroxide in acetonitrile was studied. The reaction rate was independent of the base concentration during the first half-time only and the methylation proceeded as a first-order reaction. The rate constants of all side and consecutive reactions were calculated and the influence of both polar and steric effect is discussed. The methylation of <jats:bold>1</jats:bold> was highly regioselective giving almost exclusively 5-deoxy-2-<jats:italic>O</jats:italic>-methyl-α-D-xylofuranoside. </jats:p>","journal":"Collection of Czechoslovak Chemical Communications","year":2004,"id":17378,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":0,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":null,"is_data_producer":false,"deposit_databanks":null,"is_oa":false,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":null,"fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":124571,"name":"Jitka Moravcová","orcid":null,"position":1,"is_corresponding":false},{"id":124570,"name":"Mária Oščendová","orcid":null,"position":0,"is_corresponding":false}],"reference_count":0,"raw_metadata":{"has_enrichment":true,"base_score":0.0,"endowment":0.0,"datacite_reuse_total":0,"file_count":0,"downloads":0,"views":0,"has_version_chain":false,"is_dataset":false,"is_oa":false,"pmid":"21071399","pmcid":null,"openalex_id":"https://openalex.org/W2017261334","authors":[],"funders":[],"total_grants":0,"fwci":0.0,"citation_percentile":0.09051211,"influential_citations":0,"citation_trend":[],"oa_status":"closed","license":null,"oa_locations":[{"url":"https://doi.org/10.1135/cccc20041877","host_type":"journal"}],"fields_of_study":["Synthesis of Organic Compounds","Carbohydrate Chemistry and Synthesis","Natural product bioactivities and synthesis","Chemistry"],"mesh_terms":[],"keywords":["Methyl iodide","Methylation","Chemistry","Steric effects","Kinetics","Regioselectivity","Acetonitrile","Reaction rate constant","Methyl group","Sodium iodide","Medicinal chemistry","Iodide","Chemical kinetics","Sodium hydroxide","Reaction rate","Base (topology)","Stereochemistry","Organic chemistry","Biochemistry","Group (periodic table)","Catalysis"],"sdg_mappings":[{"sdg_number":0,"sdg_label":"Clean water and sanitation"}],"linked_datasets":[],"clinical_trials":[],"software_tools":[],"database_accessions":[],"source":"live","citation_network_status":"fetched"},"created_at":"2026-06-02T18:37:05.240642Z","pmid":null,"pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}