PMC:7291971 / 11929-12304 JSONTXT

{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T243","span":{"begin":22,"end":35},"obj":"CHEBI:23447;CHEBI:23447"},{"id":"T244","span":{"begin":47,"end":70},"obj":"CHEBI:75508;CHEBI:75508"},{"id":"T245","span":{"begin":71,"end":79},"obj":"CHEBI:17996;CHEBI:17996"},{"id":"T246","span":{"begin":119,"end":121},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T247","span":{"begin":121,"end":127},"obj":"CHEBI:47853;CHEBI:47853"},{"id":"T248","span":{"begin":127,"end":147},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T249","span":{"begin":149,"end":153},"obj":"CHEBI:16236;CHEBI:16236"},{"id":"T250","span":{"begin":218,"end":238},"obj":"CHEBI:28105;CHEBI:28105"},{"id":"T251","span":{"begin":240,"end":244},"obj":"CHEBI:28619;CHEBI:28619"},{"id":"T252","span":{"begin":309,"end":312},"obj":"CHEBI:15377;CHEBI:15377"}],"text":"Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16."}

{"project":"LitCovid-PubTator","denotations":[{"id":"146","span":{"begin":22,"end":35},"obj":"Chemical"},{"id":"147","span":{"begin":47,"end":79},"obj":"Chemical"},{"id":"148","span":{"begin":81,"end":85},"obj":"Chemical"},{"id":"149","span":{"begin":87,"end":93},"obj":"Chemical"},{"id":"150","span":{"begin":119,"end":147},"obj":"Chemical"},{"id":"151","span":{"begin":149,"end":153},"obj":"Chemical"},{"id":"152","span":{"begin":155,"end":158},"obj":"Chemical"},{"id":"153","span":{"begin":180,"end":190},"obj":"Chemical"},{"id":"154","span":{"begin":218,"end":238},"obj":"Chemical"},{"id":"155","span":{"begin":240,"end":244},"obj":"Chemical"},{"id":"156","span":{"begin":246,"end":249},"obj":"Chemical"},{"id":"157","span":{"begin":271,"end":281},"obj":"Chemical"},{"id":"158","span":{"begin":305,"end":308},"obj":"Chemical"},{"id":"159","span":{"begin":309,"end":312},"obj":"Chemical"}],"attributes":[{"id":"A154","pred":"tao:has_database_id","subj":"154","obj":"MESH:C052044"},{"id":"A158","pred":"tao:has_database_id","subj":"158","obj":"MESH:D014269"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}],"text":"Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16."}

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T108","span":{"begin":44,"end":45},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T109","span":{"begin":112,"end":113},"obj":"http://purl.obolibrary.org/obo/CLO_0001021"},{"id":"T110","span":{"begin":196,"end":201},"obj":"http://purl.obolibrary.org/obo/CLO_0002096"},{"id":"T111","span":{"begin":287,"end":292},"obj":"http://purl.obolibrary.org/obo/CLO_0002096"},{"id":"T112","span":{"begin":315,"end":320},"obj":"http://purl.obolibrary.org/obo/CLO_0001196"},{"id":"T113","span":{"begin":330,"end":332},"obj":"http://purl.obolibrary.org/obo/CLO_0001382"}],"text":"Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16."}

{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T196","span":{"begin":71,"end":79},"obj":"Chemical"},{"id":"T197","span":{"begin":81,"end":85},"obj":"Chemical"},{"id":"T198","span":{"begin":121,"end":127},"obj":"Chemical"},{"id":"T199","span":{"begin":149,"end":153},"obj":"Chemical"},{"id":"T200","span":{"begin":155,"end":158},"obj":"Chemical"},{"id":"T201","span":{"begin":218,"end":238},"obj":"Chemical"},{"id":"T202","span":{"begin":240,"end":244},"obj":"Chemical"},{"id":"T203","span":{"begin":246,"end":249},"obj":"Chemical"},{"id":"T204","span":{"begin":305,"end":308},"obj":"Chemical"},{"id":"T205","span":{"begin":309,"end":312},"obj":"Chemical"}],"attributes":[{"id":"A196","pred":"chebi_id","subj":"T196","obj":"http://purl.obolibrary.org/obo/CHEBI_17996"},{"id":"A197","pred":"chebi_id","subj":"T197","obj":"http://purl.obolibrary.org/obo/CHEBI_35026"},{"id":"A198","pred":"chebi_id","subj":"T198","obj":"http://purl.obolibrary.org/obo/CHEBI_47853"},{"id":"A199","pred":"chebi_id","subj":"T199","obj":"http://purl.obolibrary.org/obo/CHEBI_15366"},{"id":"A200","pred":"chebi_id","subj":"T200","obj":"http://purl.obolibrary.org/obo/CHEBI_27789"},{"id":"A201","pred":"chebi_id","subj":"T201","obj":"http://purl.obolibrary.org/obo/CHEBI_28105"},{"id":"A202","pred":"chebi_id","subj":"T202","obj":"http://purl.obolibrary.org/obo/CHEBI_15366"},{"id":"A203","pred":"chebi_id","subj":"T203","obj":"http://purl.obolibrary.org/obo/CHEBI_27789"},{"id":"A204","pred":"chebi_id","subj":"T204","obj":"http://purl.obolibrary.org/obo/CHEBI_45892"},{"id":"A205","pred":"chebi_id","subj":"T205","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"}],"text":"Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16."}

{"project":"LitCovid-PD-GO-BP","denotations":[{"id":"T28","span":{"begin":9,"end":18},"obj":"http://purl.obolibrary.org/obo/GO_0009058"}],"text":"Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16."}

{"project":"LitCovid-sentences","denotations":[{"id":"T74","span":{"begin":0,"end":375},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"Scheme 4 Synthesis of dinucleosides 14–16. (a) 4-chlorobenzenesulfonyl chloride, NEt3, CH2Cl2, 0 °C, 3 h, 90%. (b) (i) 4-chloro-3-nitrobenzaldehyde, AcOH, DCE, 40 °C, 20 min; (ii) NaBH(OAc)3, 40 °C, 16 h, 87%. (c) (i) 4-chlorobenzaldehyde, AcOH, DCE, 40 °C, 20 min. (ii) NaBH(OAc)3, 40 °C, 16 h, 72%. (d) TFA/H2O 8/2, 25 °C, 3 h, 48% for 14; 6 h, 25% for 15; 6 h, 37% for 16."}