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PMC:7571312 / 43055-44480
Annnotations
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 |