> top > docs > PMC:7571312 > spans > 92785-93669 > annotations

PMC:7571312 / 92785-93669 JSONTXT

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LitCovid-PD-CLO

Id Subject Object Predicate Lexical cue
T647 49-50 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T648 171-172 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T649 465-473 http://purl.obolibrary.org/obo/OBI_0100026 denotes organics
T650 465-473 http://purl.obolibrary.org/obo/UBERON_0000468 denotes organics
T651 603-604 http://purl.obolibrary.org/obo/CLO_0001020 denotes a
T652 838-840 http://purl.obolibrary.org/obo/CLO_0007874 denotes MS
T653 846-848 http://purl.obolibrary.org/obo/CLO_0053755 denotes ES

LitCovid-PD-CHEBI

Id Subject Object Predicate Lexical cue chebi_id
T1751 26-32 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T1753 35-45 Chemical denotes norleucine http://purl.obolibrary.org/obo/CHEBI_18347|http://purl.obolibrary.org/obo/CHEBI_36405
T1755 51-59 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T1756 63-69 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T1758 73-92 Chemical denotes tert-butoxycarbonyl http://purl.obolibrary.org/obo/CHEBI_48502
T1759 96-102 Chemical denotes methyl http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309
T1761 141-144 Chemical denotes THF http://purl.obolibrary.org/obo/CHEBI_15635|http://purl.obolibrary.org/obo/CHEBI_20506|http://purl.obolibrary.org/obo/CHEBI_26911
T1764 173-181 Chemical denotes solution http://purl.obolibrary.org/obo/CHEBI_75958
T1765 205-209 Chemical denotes LiOH http://purl.obolibrary.org/obo/CHEBI_33979
T1766 256-263 Chemical denotes mixture http://purl.obolibrary.org/obo/CHEBI_60004
T1767 388-405 Chemical denotes hydrochloric acid http://purl.obolibrary.org/obo/CHEBI_17883
T1768 401-405 Chemical denotes acid http://purl.obolibrary.org/obo/CHEBI_37527
T1769 425-438 Chemical denotes ethyl acetate http://purl.obolibrary.org/obo/CHEBI_27750
T1770 425-430 Chemical denotes ethyl http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801
T1772 431-438 Chemical denotes acetate http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622
T1774 518-523 Chemical denotes MgSO4 http://purl.obolibrary.org/obo/CHEBI_32599
T1775 543-550 Chemical denotes solvent http://purl.obolibrary.org/obo/CHEBI_46787
T1776 629-631 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1777 646-651 Chemical denotes CDCl3 http://purl.obolibrary.org/obo/CHEBI_85365
T1778 676-678 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1779 695-697 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1780 733-735 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1781 752-754 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1782 785-787 Chemical denotes 1H http://purl.obolibrary.org/obo/CHEBI_49637
T1783 838-840 Chemical denotes MS http://purl.obolibrary.org/obo/CHEBI_73613
T1784 846-848 Chemical denotes ES http://purl.obolibrary.org/obo/CHEBI_73509
T1785 879-881 Chemical denotes Na http://purl.obolibrary.org/obo/CHEBI_26708

LitCovid-sentences

Id Subject Object Predicate Lexical cue
T533 0-45 Sentence denotes N-(tert-Butoxycarbonyl)-5-methyl-l-norleucine
T534 46-343 Sentence denotes To a solution of methyl N-(tert-butoxycarbonyl)-5-methyl-l-norleucinate (980 mg, 3.78 mmol) in THF (30 mL) at 0 °C was added a solution (precooled to 5 °C) of LiOH (1 M, 11.3 mL, 11.33 mmol), and the resulting mixture was stirred at 0 °C for 1 h and then allowed to warm to an ambient temperature.
T535 344-451 Sentence denotes The reaction was acidified to pH 2 with 1 M hydrochloric acid and extracted with ethyl acetate (3 × 60 mL).
T536 452-628 Sentence denotes The combined organics were washed with brine (100 mL), dried over MgSO4, filtered, and the solvent was removed in vacuo to yield the title compound as a clear oil, 990 mg, 99%.
T537 629-884 Sentence denotes 1H NMR (400 MHz, CDCl3) δ 4.96 (d, J = 7.8 Hz, 1H), 4.23–4.34 (m, 1H), 1.75–1.93 (m, 2H), 1.60–1.72 (m, 1H), 1.50–1.59 (m, 1H), 1.44 (s, 9H), 1.19–1.30 (m, 1H), 0.88 (d, J = 4 Hz, 3H), 0.86 (d, J = 4 Hz, 3H); MS (API-ES+) for C12H23NO4m/z 268.1 (M + Na)+.

LitCovid-PubTator

Id Subject Object Predicate Lexical cue tao:has_database_id
1811 0-45 Chemical denotes N-(tert-Butoxycarbonyl)-5-methyl-l-norleucine
1819 63-117 Chemical denotes methyl N-(tert-butoxycarbonyl)-5-methyl-l-norleucinate
1820 141-144 Chemical denotes THF MESH:C018674
1821 205-209 Chemical denotes LiOH
1822 388-405 Chemical denotes hydrochloric acid MESH:D006851
1823 425-438 Chemical denotes ethyl acetate MESH:C007650
1824 491-496 Chemical denotes brine MESH:C017082
1825 518-523 Chemical denotes MgSO4 MESH:D008278