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PMC:7571312 / 90595-91590 JSONTXT

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LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T637 3-4 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T638 199-204 http://purl.obolibrary.org/obo/CLO_0007736 denotes mL, 2
T639 319-320 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T640 576-577 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T641 949-951 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T1685 5-13 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T1686 20-52 Chemical denotes (9H-fluoren-9-ylmethoxy)carbonyl http://purl.obolibrary.org/obo/CHEBI_48605
T1687 44-52 Chemical denotes carbonyl http://purl.obolibrary.org/obo/CHEBI_23019
T1688 56-62 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T1690 65-75 Chemical denotes norleucine http://purl.obolibrary.org/obo/CHEBI_18347|http://purl.obolibrary.org/obo/CHEBI_36405
T1692 98-106 Chemical denotes methanol http://purl.obolibrary.org/obo/CHEBI_17790
T1693 124-131 Chemical denotes toluene http://purl.obolibrary.org/obo/CHEBI_17578
T1694 177-180 Chemical denotes TMS http://purl.obolibrary.org/obo/CHEBI_85361
T1695 181-193 Chemical denotes diazomethane http://purl.obolibrary.org/obo/CHEBI_73716
T1696 210-216 Chemical denotes hexane http://purl.obolibrary.org/obo/CHEBI_29021
T1697 277-280 Chemical denotes TMS http://purl.obolibrary.org/obo/CHEBI_85361
T1698 281-293 Chemical denotes diazomethane http://purl.obolibrary.org/obo/CHEBI_73716
T1699 404-408 Chemical denotes AcOH http://purl.obolibrary.org/obo/CHEBI_15366
T1700 523-536 Chemical denotes ethyl acetate http://purl.obolibrary.org/obo/CHEBI_27750
T1701 523-528 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T1703 529-536 Chemical denotes acetate http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622
T1705 537-543 Chemical denotes hexane http://purl.obolibrary.org/obo/CHEBI_29021
T1706 604-606 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1707 621-626 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T1708 761-763 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1709 806-808 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1710 839-841 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1711 858-860 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1712 877-879 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1713 949-951 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T522 0-228 Sentence denotes To a solution of N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-methyl-l-norleucine (2.14 g, 5.8 mmol) in methanol (15 mL) is added toluene (30 mL) followed by the dropwise addition of TMS-diazomethane (2.9 mL, 2 M in hexane, 5.8 mmol).
T523 229-344 Sentence denotes TLC analysis indicated incomplete reaction, and TMS-diazomethane was added dropwise until a yellow color persisted.
T524 345-451 Sentence denotes At this time, the reaction was quenched by the addition of AcOH (1 mL) followed by concentration in vacuo.
T525 452-603 Sentence denotes The residue was purified by Biotage flash chromatography, eluting with ethyl acetate/hexane to afford the title compound as a white solid, 2.18 g, 98%.
T526 604-995 Sentence denotes 1H NMR (400 MHz, CDCl3) δ 7.76 (d, J = 7.6 Hz, 2H), 7.60 (dd, J = 7.2, 3.9 Hz, 2H), 7.40 (t, J = 7.2 Hz, 2H), 7.31 (t, J = 7.5 Hz, 2H), 5.26 (d, J = 8.6 Hz, 1H), 4.31–4.51 (m, 3H), 4.23 (t, J = 7.1 Hz, 1H), 3.75 (s, 3H), 1.78–1.93 (m, 1H), 1.60–1.76 (m, 1H), 1.45–1.60 (m, 1H), 1.05–1.34 (m, 2H), 0.88 (d, J = 4 Hz, 3H), 0.86 (d, J = 4 Hz, 3H); MS (APCI+) for C23H27NO4m/z 160.1 (M-Fmoc+H)+.

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1770 17-75 Chemical denotes N-[(9H-fluoren-9-ylmethoxy)carbonyl]-5-methyl-l-norleucine
1771 98-106 Chemical denotes methanol MESH:D000432
1772 124-131 Chemical denotes toluene MESH:D014050
1773 177-193 Chemical denotes TMS-diazomethane
1774 210-216 Chemical denotes hexane MESH:D006586
1775 277-280 Chemical denotes TMS MESH:C073196
1776 281-293 Chemical denotes diazomethane MESH:D003978
1777 404-408 Chemical denotes AcOH
1778 523-536 Chemical denotes ethyl acetate MESH:C007650
1779 537-543 Chemical denotes hexane MESH:D006586