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PMC:7571312 / 37079-38414
Annnotations
LitCovid-PD-FMA-UBERON
Id | Subject | Object | Predicate | Lexical cue | fma_id |
---|---|---|---|---|---|
T85 | 56-63 | Body_part | denotes | alanine | http://purl.org/sig/ont/fma/fma82749 |
T86 | 229-238 | Body_part | denotes | alaninate | http://purl.org/sig/ont/fma/fma82749 |
LitCovid-PD-CLO
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T375 | 68-71 | http://purl.obolibrary.org/obo/CLO_0001577 | denotes | A 3 |
T376 | 458-459 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T377 | 504-505 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T378 | 889-890 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T379 | 911-919 | http://purl.obolibrary.org/obo/OBI_0100026 | denotes | organics |
T380 | 911-919 | http://purl.obolibrary.org/obo/UBERON_0000468 | denotes | organics |
T381 | 1010-1018 | http://purl.obolibrary.org/obo/OBI_0100026 | denotes | organics |
T382 | 1010-1018 | http://purl.obolibrary.org/obo/UBERON_0000468 | denotes | organics |
T383 | 1119-1120 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | a |
T384 | 1291-1293 | http://purl.obolibrary.org/obo/CLO_0007874 | denotes | MS |
T385 | 1327-1332 | http://purl.obolibrary.org/obo/CLO_0007706 | denotes | M – H |
LitCovid-PD-CHEBI
Id | Subject | Object | Predicate | Lexical cue | chebi_id |
---|---|---|---|---|---|
T578 | 56-63 | Chemical | denotes | alanine | http://purl.obolibrary.org/obo/CHEBI_16449 |
T579 | 166-172 | Chemical | denotes | methyl | http://purl.obolibrary.org/obo/CHEBI_32875|http://purl.obolibrary.org/obo/CHEBI_29309 |
T581 | 176-195 | Chemical | denotes | tert-butoxycarbonyl | http://purl.obolibrary.org/obo/CHEBI_48502 |
T582 | 229-238 | Chemical | denotes | alaninate | http://purl.obolibrary.org/obo/CHEBI_32439 |
T583 | 284-292 | Chemical | denotes | methanol | http://purl.obolibrary.org/obo/CHEBI_17790 |
T584 | 308-316 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T585 | 346-350 | Chemical | denotes | NaCl | http://purl.obolibrary.org/obo/CHEBI_26710 |
T586 | 357-361 | Chemical | denotes | NaOH | http://purl.obolibrary.org/obo/CHEBI_32145 |
T587 | 379-384 | Chemical | denotes | water | http://purl.obolibrary.org/obo/CHEBI_15377 |
T588 | 395-403 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T589 | 574-582 | Chemical | denotes | solution | http://purl.obolibrary.org/obo/CHEBI_75958 |
T590 | 642-659 | Chemical | denotes | hydrochloric acid | http://purl.obolibrary.org/obo/CHEBI_17883 |
T591 | 655-659 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T592 | 729-737 | Chemical | denotes | methanol | http://purl.obolibrary.org/obo/CHEBI_17790 |
T593 | 777-790 | Chemical | denotes | ethyl acetate | http://purl.obolibrary.org/obo/CHEBI_27750 |
T594 | 777-782 | Chemical | denotes | ethyl | http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801 |
T596 | 783-790 | Chemical | denotes | acetate | http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622 |
T598 | 830-847 | Chemical | denotes | hydrochloric acid | http://purl.obolibrary.org/obo/CHEBI_17883 |
T599 | 843-847 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
T600 | 862-869 | Chemical | denotes | mixture | http://purl.obolibrary.org/obo/CHEBI_60004 |
T601 | 965-978 | Chemical | denotes | ethyl acetate | http://purl.obolibrary.org/obo/CHEBI_27750 |
T602 | 965-970 | Chemical | denotes | ethyl | http://purl.obolibrary.org/obo/CHEBI_37807|http://purl.obolibrary.org/obo/CHEBI_62801 |
T604 | 971-978 | Chemical | denotes | acetate | http://purl.obolibrary.org/obo/CHEBI_30089|http://purl.obolibrary.org/obo/CHEBI_47622 |
T606 | 1054-1059 | Chemical | denotes | MgSO4 | http://purl.obolibrary.org/obo/CHEBI_32599 |
T607 | 1138-1140 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T608 | 1177-1179 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T609 | 1215-1217 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T610 | 1234-1236 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T611 | 1253-1255 | Chemical | denotes | 1H | http://purl.obolibrary.org/obo/CHEBI_49637 |
T612 | 1291-1293 | Chemical | denotes | MS | http://purl.obolibrary.org/obo/CHEBI_73613 |
LitCovid-sentences
Id | Subject | Object | Predicate | Lexical cue |
---|---|---|---|---|
T255 | 0-67 | Sentence | denotes | N-(tert-Butoxycarbonyl)-3-[(3S)-2-oxopyrrolidin-3-yl]-l-alanine (6) |
T256 | 68-356 | Sentence | denotes | A 3 L multineck flask equipped with an overhead stirrer and internal thermometer was charged with methyl N-(tert-butoxycarbonyl)-3-[(3S)-2-oxopyrrolidin-3-yl]-l-alaninate (compound 5)33 (205 g, 716 mmol) followed by methanol (1 L), and the solution was cooled to 0 °C using ice/NaCl bath. |
T257 | 357-559 | Sentence | denotes | NaOH (115 g in 950 mL water, 2.9 mol) solution was precooled to 0 °C and then added to the flask via a pressure-equalizing dropping funnel at such a rate to maintain the internal temperature below 5 °C. |
T258 | 560-747 | Sentence | denotes | The resulting solution was stirred at 0 °C for 1 h before neutralizing with conc. hydrochloric acid (keeping the internal temperature below 10 °C) and then removing the methanol in vacuo. |
T259 | 748-933 | Sentence | denotes | The residue was diluted with ethyl acetate (400 mL), acidified to pH 3 with conc. hydrochloric acid, and then the mixture was transferred to a sep funnel, and the organics were removed. |
T260 | 934-1137 | Sentence | denotes | The aqueous was extracted with ethyl acetate (2 × 400 mL), and the combined organics were washed with brine, dried over MgSO4, filtered, and concentrated to yield the title compound as a white foam, 95%. |
T261 | 1138-1335 | Sentence | denotes | 1H NMR (400 MHz, MeOD) δ 3.98–4.28 (m, 1H), 3.25–3.41 (m, 2H), 2.44–2.57 (m, 1H), 2.29–2.41 (m, 1H), 2.03–2.14 (m, 1H), 1.73–1.90 (m, 2H), 1.44 (s, 9H); MS (APCI−) for C12H20N2O5m/z 272.3 (M – H)−. |
LitCovid-PubTator
Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
---|---|---|---|---|---|
923 | 0-63 | Chemical | denotes | N-(tert-Butoxycarbonyl)-3-[(3S)-2-oxopyrrolidin-3-yl]-l-alanine | |
937 | 166-238 | Chemical | denotes | methyl N-(tert-butoxycarbonyl)-3-[(3S)-2-oxopyrrolidin-3-yl]-l-alaninate | |
938 | 284-292 | Chemical | denotes | methanol | MESH:D000432 |
939 | 342-345 | Chemical | denotes | ice | MESH:D007053 |
940 | 346-350 | Chemical | denotes | NaCl | MESH:D012965 |
941 | 357-361 | Chemical | denotes | NaOH | |
942 | 379-384 | Chemical | denotes | water | MESH:D014867 |
943 | 642-659 | Chemical | denotes | hydrochloric acid | MESH:D006851 |
944 | 729-737 | Chemical | denotes | methanol | MESH:D000432 |
945 | 777-790 | Chemical | denotes | ethyl acetate | MESH:C007650 |
946 | 830-847 | Chemical | denotes | hydrochloric acid | MESH:D006851 |
947 | 965-978 | Chemical | denotes | ethyl acetate | MESH:C007650 |
948 | 1036-1041 | Chemical | denotes | brine | MESH:C017082 |
949 | 1054-1059 | Chemical | denotes | MgSO4 | MESH:D008278 |