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PMC:7571312 / 43055-44480 JSONTXT

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LitCovid-PD-FMA-UBERON

Id Subject Object Predicate Lexical cue fma_id
T92 1053-1056 Body_part denotes gum http://purl.org/sig/ont/fma/fma59762

LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T419 3-4 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T420 44-45 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T421 324-326 http://purl.obolibrary.org/obo/CLO_0053799 denotes 45
T422 348-350 http://purl.obolibrary.org/obo/CLO_0052906 denotes Cl
T423 671-673 http://purl.obolibrary.org/obo/CLO_0001382 denotes 48
T424 945-953 http://purl.obolibrary.org/obo/OBI_0100026 denotes organics
T425 945-953 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organics
T426 1038-1039 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T427 1053-1056 http://www.ebi.ac.uk/efo/EFO_0001925 denotes gum
T428 1177-1178 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T429 1381-1383 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS
T430 1417-1422 http://purl.obolibrary.org/obo/CLO_0007706 denotes M + H

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T755 59-67 Chemical denotes nitrogen http://purl.obolibrary.org/obo/CHEBI_25555
T756 113-122 Chemical denotes magnesium http://purl.obolibrary.org/obo/CHEBI_25107
T757 189-194 Chemical denotes HgCl2 http://purl.obolibrary.org/obo/CHEBI_31823
T758 246-254 Chemical denotes nitrogen http://purl.obolibrary.org/obo/CHEBI_25555
T759 267-270 Chemical denotes THF http://purl.obolibrary.org/obo/CHEBI_15635|http://purl.obolibrary.org/obo/CHEBI_20506|http://purl.obolibrary.org/obo/CHEBI_26911
T762 348-350 Chemical denotes Cl http://purl.obolibrary.org/obo/CHEBI_23116
T763 499-509 Chemical denotes tert-butyl http://purl.obolibrary.org/obo/CHEBI_30355
T764 504-509 Chemical denotes butyl http://purl.obolibrary.org/obo/CHEBI_41264
T765 519-526 Chemical denotes methoxy http://purl.obolibrary.org/obo/CHEBI_32772|http://purl.obolibrary.org/obo/CHEBI_44520
T767 527-533 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T769 534-539 Chemical denotes amino http://purl.obolibrary.org/obo/CHEBI_46882
T770 543-546 Chemical denotes oxo http://purl.obolibrary.org/obo/CHEBI_46629
T771 577-583 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T773 584-589 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T775 590-599 Chemical denotes carbamate http://purl.obolibrary.org/obo/CHEBI_13941
T776 682-690 Chemical denotes nitrogen http://purl.obolibrary.org/obo/CHEBI_25555
T777 801-806 Chemical denotes NH4Cl http://purl.obolibrary.org/obo/CHEBI_31206
T778 807-815 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T779 833-840 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T780 904-917 Chemical denotes ethyl acetate http://purl.obolibrary.org/obo/CHEBI_27750
T781 904-909 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T783 910-917 Chemical denotes acetate http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622
T785 970-975 Chemical denotes MgSO4 http://purl.obolibrary.org/obo/CHEBI_32599
T786 995-1003 Chemical denotes solvents http://purl.obolibrary.org/obo/CHEBI_46787
T787 1120-1128 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T788 1129-1144 Chemical denotes dichloromethane http://purl.obolibrary.org/obo/CHEBI_15767
T789 1205-1207 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T790 1222-1227 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T791 1381-1383 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T291 0-266 Sentence denotes To a 100 mL multinecked flask equipped with a stirrer bar, nitrogen inlet, and internal thermometer were charged magnesium turnings (dried in oven at 100 °C overnight, 1.04 g, 43 mmol) and HgCl2 (774 mg, 2.85 mmol), and the flask was purged with nitrogen for 10 min.
T292 267-455 Sentence denotes THF (50 mL) was added, and the suspension was cooled to −45 °C before adding BOM-Cl (5.94 mL, 43 mmol), and the resulting suspension was stirred for 5 h, the temperature returning to 5 °C.
T293 456-741 Sentence denotes The suspension was recooled to −50 °C, and tert-butyl ((1S)-2-[methoxy(methyl)amino]-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}ethyl)carbamate (1.5 g, 4.76 mmol) was added, and the thick suspension was stirred for 48 h under nitrogen and was allowed to come to an ambient temperature.
T294 742-800 Sentence denotes The reaction was quenched by the careful addition of satd.
T295 801-931 Sentence denotes NH4Cl solution (25 mL), and the mixture was stirred until effervescence ceased and then extracted with ethyl acetate (3 × 120 mL).
T296 932-1204 Sentence denotes The combined organics were dried over MgSO4, filtered, and the solvents were evaporated in vacuo to yield a crude orange gum, which was purified by flash chromatography, eluting with 1–3% methanol/dichloromethane to afford the title compound as a clear glass, 900 mg, 50%.
T297 1205-1425 Sentence denotes 1H NMR (400 MHz, CDCl3) δ 7.21–7.33 (m, 5H), 5.63–5.73 (m, 2H), 4.52 (m, 3H), 4.19 (q, J = 17.4 Hz, 2H), 3.19–3.25 (m, 2H), 2.29–2.42 (m, 2H), 1.68–1.93 (m, 3H), 1.35 (s, 9H); MS (APCI+) for C20H28N2O5m/z 378.1 (M + H)+.

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1058 59-67 Chemical denotes nitrogen MESH:D009584
1059 246-254 Chemical denotes nitrogen MESH:D009584
1060 682-690 Chemical denotes nitrogen MESH:D009584
1061 801-806 Chemical denotes NH4Cl
1062 904-917 Chemical denotes ethyl acetate MESH:C007650
1063 970-975 Chemical denotes MgSO4 MESH:D008278
1064 1120-1128 Chemical denotes methanol MESH:D000432
1065 1129-1144 Chemical denotes dichloromethane MESH:D008752