PMC:7291971 / 37511-38794 JSONTXT

{"project":"LitCovid-PMC-OGER-BB","denotations":[{"id":"T771","span":{"begin":49,"end":68},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T772","span":{"begin":69,"end":71},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T773","span":{"begin":76,"end":79},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T774","span":{"begin":80,"end":81},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T775","span":{"begin":85,"end":86},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T776","span":{"begin":86,"end":88},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T777","span":{"begin":88,"end":101},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T778","span":{"begin":158,"end":159},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T779","span":{"begin":159,"end":177},"obj":"CHEBI:28714;CHEBI:28714"},{"id":"T780","span":{"begin":178,"end":181},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T781","span":{"begin":182,"end":186},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T782","span":{"begin":187,"end":193},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T783","span":{"begin":193,"end":211},"obj":"CHEBI:8502;CHEBI:8502"},{"id":"T784","span":{"begin":211,"end":212},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T785","span":{"begin":212,"end":215},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T786","span":{"begin":216,"end":222},"obj":"CHEBI:16625;CHEBI:16625"},{"id":"T787","span":{"begin":223,"end":235},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T788","span":{"begin":235,"end":238},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T789","span":{"begin":245,"end":248},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T790","span":{"begin":248,"end":260},"obj":"CHEBI:27798;CHEBI:27798"},{"id":"T791","span":{"begin":260,"end":263},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T792","span":{"begin":263,"end":274},"obj":"CHEBI:35358;CHEBI:35358"},{"id":"T793","span":{"begin":407,"end":411},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T794","span":{"begin":435,"end":440},"obj":"CHEBI:30808;CHEBI:30808"},{"id":"T795","span":{"begin":939,"end":942},"obj":"CHEBI:36927;CHEBI:36927"},{"id":"T68367","span":{"begin":49,"end":68},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T40445","span":{"begin":69,"end":71},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T4224","span":{"begin":76,"end":79},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T91423","span":{"begin":80,"end":81},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T12675","span":{"begin":85,"end":86},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T79796","span":{"begin":86,"end":88},"obj":"CHEBI:52029;CHEBI:52029"},{"id":"T73827","span":{"begin":88,"end":101},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T62607","span":{"begin":158,"end":159},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T53578","span":{"begin":159,"end":177},"obj":"CHEBI:28714;CHEBI:28714"},{"id":"T64666","span":{"begin":178,"end":181},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T28006","span":{"begin":182,"end":186},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T25194","span":{"begin":187,"end":193},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T51661","span":{"begin":193,"end":211},"obj":"CHEBI:8502;CHEBI:8502"},{"id":"T35859","span":{"begin":211,"end":212},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T59756","span":{"begin":212,"end":215},"obj":"CHEBI:29354;CHEBI:29354"},{"id":"T74145","span":{"begin":216,"end":222},"obj":"CHEBI:16625;CHEBI:16625"},{"id":"T18351","span":{"begin":223,"end":235},"obj":"CHEBI:53233;CHEBI:53233"},{"id":"T71610","span":{"begin":235,"end":238},"obj":"CHEBI:15533;CHEBI:15533"},{"id":"T27362","span":{"begin":245,"end":248},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T98530","span":{"begin":248,"end":260},"obj":"CHEBI:27798;CHEBI:27798"},{"id":"T56202","span":{"begin":260,"end":263},"obj":"CHEBI:86228;CHEBI:86228"},{"id":"T15954","span":{"begin":263,"end":274},"obj":"CHEBI:35358;CHEBI:35358"},{"id":"T27636","span":{"begin":407,"end":411},"obj":"CHEBI:32145;CHEBI:32145"},{"id":"T70470","span":{"begin":435,"end":440},"obj":"CHEBI:30808;CHEBI:30808"},{"id":"T31867","span":{"begin":939,"end":942},"obj":"CHEBI:36927;CHEBI:36927"}],"text":"4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)\nFollowing method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PubTator","denotations":[{"id":"656","span":{"begin":407,"end":411},"obj":"Chemical"},{"id":"657","span":{"begin":412,"end":415},"obj":"Chemical"},{"id":"658","span":{"begin":1230,"end":1246},"obj":"Chemical"},{"id":"659","span":{"begin":1203,"end":1207},"obj":"Disease"}],"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":"4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)\nFollowing method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T282","span":{"begin":297,"end":298},"obj":"http://purl.obolibrary.org/obo/CLO_0001021"},{"id":"T283","span":{"begin":305,"end":307},"obj":"http://purl.obolibrary.org/obo/CLO_0050510"},{"id":"T284","span":{"begin":371,"end":372},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T285","span":{"begin":1248,"end":1251},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)\nFollowing method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T626","span":{"begin":22,"end":43},"obj":"Chemical"},{"id":"T627","span":{"begin":24,"end":29},"obj":"Chemical"},{"id":"T628","span":{"begin":49,"end":57},"obj":"Chemical"},{"id":"T630","span":{"begin":101,"end":107},"obj":"Chemical"},{"id":"T632","span":{"begin":127,"end":148},"obj":"Chemical"},{"id":"T633","span":{"begin":129,"end":134},"obj":"Chemical"},{"id":"T634","span":{"begin":178,"end":181},"obj":"Chemical"},{"id":"T635","span":{"begin":212,"end":215},"obj":"Chemical"},{"id":"T636","span":{"begin":216,"end":222},"obj":"Chemical"},{"id":"T638","span":{"begin":235,"end":238},"obj":"Chemical"},{"id":"T639","span":{"begin":239,"end":244},"obj":"Chemical"},{"id":"T641","span":{"begin":248,"end":260},"obj":"Chemical"},{"id":"T642","span":{"begin":263,"end":274},"obj":"Chemical"},{"id":"T643","span":{"begin":392,"end":394},"obj":"Chemical"},{"id":"T644","span":{"begin":407,"end":411},"obj":"Chemical"},{"id":"T645","span":{"begin":412,"end":415},"obj":"Chemical"},{"id":"T646","span":{"begin":418,"end":420},"obj":"Chemical"},{"id":"T647","span":{"begin":435,"end":440},"obj":"Chemical"},{"id":"T648","span":{"begin":468,"end":470},"obj":"Chemical"},{"id":"T649","span":{"begin":501,"end":503},"obj":"Chemical"},{"id":"T650","span":{"begin":565,"end":567},"obj":"Chemical"},{"id":"T651","span":{"begin":604,"end":606},"obj":"Chemical"},{"id":"T652","span":{"begin":643,"end":645},"obj":"Chemical"},{"id":"T653","span":{"begin":682,"end":684},"obj":"Chemical"},{"id":"T654","span":{"begin":721,"end":723},"obj":"Chemical"},{"id":"T655","span":{"begin":760,"end":762},"obj":"Chemical"},{"id":"T656","span":{"begin":799,"end":801},"obj":"Chemical"},{"id":"T657","span":{"begin":839,"end":841},"obj":"Chemical"},{"id":"T658","span":{"begin":957,"end":962},"obj":"Chemical"}],"attributes":[{"id":"A626","pred":"chebi_id","subj":"T626","obj":"http://purl.obolibrary.org/obo/CHEBI_30756"},{"id":"A627","pred":"chebi_id","subj":"T627","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A628","pred":"chebi_id","subj":"T628","obj":"http://purl.obolibrary.org/obo/CHEBI_33601"},{"id":"A629","pred":"chebi_id","subj":"T628","obj":"http://purl.obolibrary.org/obo/CHEBI_42266"},{"id":"A630","pred":"chebi_id","subj":"T630","obj":"http://purl.obolibrary.org/obo/CHEBI_32875"},{"id":"A631","pred":"chebi_id","subj":"T630","obj":"http://purl.obolibrary.org/obo/CHEBI_29309"},{"id":"A632","pred":"chebi_id","subj":"T632","obj":"http://purl.obolibrary.org/obo/CHEBI_30756"},{"id":"A633","pred":"chebi_id","subj":"T633","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A634","pred":"chebi_id","subj":"T634","obj":"http://purl.obolibrary.org/obo/CHEBI_29354"},{"id":"A635","pred":"chebi_id","subj":"T635","obj":"http://purl.obolibrary.org/obo/CHEBI_29354"},{"id":"A636","pred":"chebi_id","subj":"T636","obj":"http://purl.obolibrary.org/obo/CHEBI_32875"},{"id":"A637","pred":"chebi_id","subj":"T636","obj":"http://purl.obolibrary.org/obo/CHEBI_29309"},{"id":"A638","pred":"chebi_id","subj":"T638","obj":"http://purl.obolibrary.org/obo/CHEBI_29354"},{"id":"A639","pred":"chebi_id","subj":"T639","obj":"http://purl.obolibrary.org/obo/CHEBI_37807"},{"id":"A640","pred":"chebi_id","subj":"T639","obj":"http://purl.obolibrary.org/obo/CHEBI_62801"},{"id":"A641","pred":"chebi_id","subj":"T641","obj":"http://purl.obolibrary.org/obo/CHEBI_27798"},{"id":"A642","pred":"chebi_id","subj":"T642","obj":"http://purl.obolibrary.org/obo/CHEBI_35358"},{"id":"A643","pred":"chebi_id","subj":"T643","obj":"http://purl.obolibrary.org/obo/CHEBI_33346"},{"id":"A644","pred":"chebi_id","subj":"T644","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A645","pred":"chebi_id","subj":"T645","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A646","pred":"chebi_id","subj":"T646","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A647","pred":"chebi_id","subj":"T647","obj":"http://purl.obolibrary.org/obo/CHEBI_85365"},{"id":"A648","pred":"chebi_id","subj":"T648","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A649","pred":"chebi_id","subj":"T649","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A650","pred":"chebi_id","subj":"T650","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A651","pred":"chebi_id","subj":"T651","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A652","pred":"chebi_id","subj":"T652","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A653","pred":"chebi_id","subj":"T653","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A654","pred":"chebi_id","subj":"T654","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A655","pred":"chebi_id","subj":"T655","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A656","pred":"chebi_id","subj":"T656","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A657","pred":"chebi_id","subj":"T657","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A658","pred":"chebi_id","subj":"T658","obj":"http://purl.obolibrary.org/obo/CHEBI_85365"}],"text":"4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)\nFollowing method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-PD-HP","denotations":[{"id":"T6","span":{"begin":412,"end":415},"obj":"Phenotype"}],"attributes":[{"id":"A6","pred":"hp_id","subj":"T6","obj":"http://purl.obolibrary.org/obo/HP_0001644"}],"text":"4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)\nFollowing method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}

{"project":"LitCovid-sentences","denotations":[{"id":"T279","span":{"begin":0,"end":279},"obj":"Sentence"},{"id":"T280","span":{"begin":280,"end":391},"obj":"Sentence"},{"id":"T281","span":{"begin":392,"end":417},"obj":"Sentence"},{"id":"T282","span":{"begin":418,"end":938},"obj":"Sentence"},{"id":"T283","span":{"begin":939,"end":1202},"obj":"Sentence"},{"id":"T284","span":{"begin":1203,"end":1254},"obj":"Sentence"},{"id":"T285","span":{"begin":1255,"end":1272},"obj":"Sentence"},{"id":"T286","span":{"begin":1273,"end":1283},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"4.1.5 N-{[(4R,6R)-6-(6-amino-9H-purin-9-yl)-2,2-dimethyl-tetrahydro-2H-furo[3,4-d] [1,3]dioxol-4-yl]methyl}-N-(2-{[(2R,5R)-2-(6-amino-9H-purin-9-yl)-4-[(tert-butyldimethylsilyl)oxy]-5-{[(tert-butyldimethylsilyl)oxy]methyl}oxolan-3-yl]oxy}ethyl)-4-nitrobenzene-1-sulfonamide (19)\nFollowing method B using 18 (290 mg, 0.59 mmol, 1.00 eq), 19 (450 mg, 74%) was obtained as a pale yellow solid. Rf 0.60 (10:90 MeOH/DCM). 1H NMR (600 MHz, CDCl3) δ 8.30 (2s, 2H), 8.14 (s, 1H), 8.03–7.98 (m, 2H), 7.74 (s, 1H), 7.70–7.66 (m, 2H), 6.11–5.93 (m, 5H), 5.89 (d, J = 1.9 Hz, 1H), 5.35 (dd, J = 6.4 Hz, J = 1.9 Hz, 1H), 5.04 (dd, J = 6.4 Hz, J = 3.8 Hz, 1H), 4.51 (dd, J = 6.1 Hz, J = 4.6 Hz, 1H), 4.43 (dt, J = 8.5 Hz, J = 4.2 Hz, 1H), 4.22 (dd, J = 4.7 Hz, J = 3.2 Hz, 1H), 4.05 (dt, J = 5.9 Hz, J = 3.0 Hz, 1H), 3.99 (dd, J = 11.5 Hz, J = 3.5 Hz, 1H), 3.85–3.41 (m, 7H), 1.57 (s, 3H), 1.35 (s, 3H), 0.92 (s, 9H), 0.91 (s, 9H), 0.14–0.04 (m, 12H). 13C NMR (150 MHz, CDCl3) δ 155.8, 155.5, 153.2, 153.0, 149.7, 149.5, 148.9, 145.4, 140.2, 139.5, 128.4, 123.8, 120.5, 120.2, 114.7, 90.7, 87.3, 85.0, 84.5, 84.2, 82.8, 82.6, 69.7, 69.6, 61.5, 50.7, 47.7, 27.3, 26.2, 25.9, 25.4, 18.6, 18.2, −4.4, −4.7, −5.2, −5.3. HRMS (ESI+): m/z calcd for C43H65N12O11SSi2 [M+H]+: 1013.4155, found: 1013.4155."}