PubMed:2177379 JSONTXT

{"project":"sentences","denotations":[{"id":"TextSentencer_T1","span":{"begin":0,"end":55},"obj":"Sentence"},{"id":"TextSentencer_T2","span":{"begin":56,"end":190},"obj":"Sentence"},{"id":"TextSentencer_T3","span":{"begin":191,"end":411},"obj":"Sentence"},{"id":"TextSentencer_T4","span":{"begin":412,"end":556},"obj":"Sentence"},{"id":"TextSentencer_T5","span":{"begin":557,"end":754},"obj":"Sentence"},{"id":"T1","span":{"begin":0,"end":55},"obj":"Sentence"},{"id":"T2","span":{"begin":56,"end":190},"obj":"Sentence"},{"id":"T3","span":{"begin":191,"end":411},"obj":"Sentence"},{"id":"T4","span":{"begin":412,"end":556},"obj":"Sentence"},{"id":"T5","span":{"begin":557,"end":754},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"Synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine.\nA six-stage synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine (3) from (5S)-5-benzoyloxymethyl-(5H)-furan-2-one (5) is described. The key step involved the stereoselective formation of (1R,4S,5S)-4-benzoyloxymethyl-3-oxabicyclo[3.1.0]hexan-2-one (7) via 1,3-dipolar cycloaddition of diazomethane to 5 followed by photoinduced elimination of nitrogen. Reduction of 7 to the corresponding lactol followed by acetylation yielded primarily 1-O-acetyl-5-O-benzoyl-2,3-dideoxy-beta-D-ribofuranose (8). Reaction of 8 with 2,4-bis(trimethylsilyl)cytosine and EtAlCl2 followed by deprotection and chromatography gave 3, which exhibited only weak activity against the human immunodeficiency virus (HIV)."}

{"project":"PubmedHPO","denotations":[{"id":"T1","span":{"begin":725,"end":741},"obj":"HP_0002721"}],"text":"Synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine.\nA six-stage synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine (3) from (5S)-5-benzoyloxymethyl-(5H)-furan-2-one (5) is described. The key step involved the stereoselective formation of (1R,4S,5S)-4-benzoyloxymethyl-3-oxabicyclo[3.1.0]hexan-2-one (7) via 1,3-dipolar cycloaddition of diazomethane to 5 followed by photoinduced elimination of nitrogen. Reduction of 7 to the corresponding lactol followed by acetylation yielded primarily 1-O-acetyl-5-O-benzoyl-2,3-dideoxy-beta-D-ribofuranose (8). Reaction of 8 with 2,4-bis(trimethylsilyl)cytosine and EtAlCl2 followed by deprotection and chromatography gave 3, which exhibited only weak activity against the human immunodeficiency virus (HIV)."}

{"project":"HP-phenotype","denotations":[{"id":"T1","span":{"begin":725,"end":741},"obj":"Phenotype"}],"attributes":[{"id":"A1","pred":"hp_id","subj":"T1","obj":"HP:0002721"}],"namespaces":[{"prefix":"HP","uri":"http://purl.obolibrary.org/obo/HP_"}],"text":"Synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine.\nA six-stage synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine (3) from (5S)-5-benzoyloxymethyl-(5H)-furan-2-one (5) is described. The key step involved the stereoselective formation of (1R,4S,5S)-4-benzoyloxymethyl-3-oxabicyclo[3.1.0]hexan-2-one (7) via 1,3-dipolar cycloaddition of diazomethane to 5 followed by photoinduced elimination of nitrogen. Reduction of 7 to the corresponding lactol followed by acetylation yielded primarily 1-O-acetyl-5-O-benzoyl-2,3-dideoxy-beta-D-ribofuranose (8). Reaction of 8 with 2,4-bis(trimethylsilyl)cytosine and EtAlCl2 followed by deprotection and chromatography gave 3, which exhibited only weak activity against the human immunodeficiency virus (HIV)."}

{"project":"mondo_disease","denotations":[{"id":"T1","span":{"begin":725,"end":741},"obj":"Disease"}],"attributes":[{"id":"A1","pred":"mondo_id","subj":"T1","obj":"http://purl.obolibrary.org/obo/MONDO_0021094"}],"text":"Synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine.\nA six-stage synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine (3) from (5S)-5-benzoyloxymethyl-(5H)-furan-2-one (5) is described. The key step involved the stereoselective formation of (1R,4S,5S)-4-benzoyloxymethyl-3-oxabicyclo[3.1.0]hexan-2-one (7) via 1,3-dipolar cycloaddition of diazomethane to 5 followed by photoinduced elimination of nitrogen. Reduction of 7 to the corresponding lactol followed by acetylation yielded primarily 1-O-acetyl-5-O-benzoyl-2,3-dideoxy-beta-D-ribofuranose (8). Reaction of 8 with 2,4-bis(trimethylsilyl)cytosine and EtAlCl2 followed by deprotection and chromatography gave 3, which exhibited only weak activity against the human immunodeficiency virus (HIV)."}

{"project":"NCBITAXON","denotations":[{"id":"T1","span":{"begin":719,"end":724},"obj":"OrganismTaxon"}],"attributes":[{"id":"A1","pred":"db_id","subj":"T1","obj":"9606"}],"text":"Synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine.\nA six-stage synthesis of 2',3'-dideoxy-2',3'-alpha-methanocytidine (3) from (5S)-5-benzoyloxymethyl-(5H)-furan-2-one (5) is described. The key step involved the stereoselective formation of (1R,4S,5S)-4-benzoyloxymethyl-3-oxabicyclo[3.1.0]hexan-2-one (7) via 1,3-dipolar cycloaddition of diazomethane to 5 followed by photoinduced elimination of nitrogen. Reduction of 7 to the corresponding lactol followed by acetylation yielded primarily 1-O-acetyl-5-O-benzoyl-2,3-dideoxy-beta-D-ribofuranose (8). Reaction of 8 with 2,4-bis(trimethylsilyl)cytosine and EtAlCl2 followed by deprotection and chromatography gave 3, which exhibited only weak activity against the human immunodeficiency virus (HIV)."}