PMC:7571312 / 11027-12006
Annnotations
LitCovid-PD-FMA-UBERON
| Id | Subject | Object | Predicate | Lexical cue | fma_id |
|---|---|---|---|---|---|
| T53161 | 63-73 | Body_part | denotes | amino acid | http://purl.org/sig/ont/fma/fma82739 |
LitCovid-PD-CLO
| Id | Subject | Object | Predicate | Lexical cue |
|---|---|---|---|---|
| T19787 | 405-408 | http://purl.obolibrary.org/obo/CLO_0002526 | denotes | CMK |
| T8586 | 545-547 | http://purl.obolibrary.org/obo/CLO_0001382 | denotes | 48 |
| T41909 | 583-585 | http://purl.obolibrary.org/obo/CLO_0053733 | denotes | 11 |
| T84353 | 610-613 | http://purl.obolibrary.org/obo/CLO_0002526 | denotes | CMK |
| T64722 | 772-773 | http://purl.obolibrary.org/obo/CLO_0001020 | denotes | A |
| T21026 | 977-979 | http://purl.obolibrary.org/obo/CLO_0001000 | denotes | 35 |
LitCovid-PD-CHEBI
| Id | Subject | Object | Predicate | Lexical cue | chebi_id |
|---|---|---|---|---|---|
| T151 | 18-23 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
| T152 | 24-29 | Chemical | denotes | ester | http://purl.obolibrary.org/obo/CHEBI_35701 |
| T153 | 63-73 | Chemical | denotes | amino acid | http://purl.obolibrary.org/obo/CHEBI_33709 |
| T154 | 63-68 | Chemical | denotes | amino | http://purl.obolibrary.org/obo/CHEBI_46882 |
| T155 | 69-73 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
| T156 | 106-110 | Chemical | denotes | Acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
| T157 | 156-169 | Chemical | denotes | triethylamine | http://purl.obolibrary.org/obo/CHEBI_35026 |
| T158 | 306-323 | Chemical | denotes | hydrochloric acid | http://purl.obolibrary.org/obo/CHEBI_17883 |
| T159 | 319-323 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
| T160 | 341-349 | Chemical | denotes | nitrogen | http://purl.obolibrary.org/obo/CHEBI_25555 |
| T161 | 448-451 | Chemical | denotes | Boc | http://purl.obolibrary.org/obo/CHEBI_48502 |
| T162 | 549-552 | Chemical | denotes | HBr | http://purl.obolibrary.org/obo/CHEBI_47266 |
| T163 | 556-571 | Chemical | denotes | dichloromethane | http://purl.obolibrary.org/obo/CHEBI_15767 |
| T164 | 651-663 | Chemical | denotes | diazomethane | http://purl.obolibrary.org/obo/CHEBI_73716 |
| T165 | 854-858 | Chemical | denotes | acid | http://purl.obolibrary.org/obo/CHEBI_37527 |
| T166 | 882-895 | Chemical | denotes | Weinreb amide | http://purl.obolibrary.org/obo/CHEBI_59741 |
| T167 | 890-895 | Chemical | denotes | amide | http://purl.obolibrary.org/obo/CHEBI_29337|http://purl.obolibrary.org/obo/CHEBI_32988 |
| T169 | 951-957 | Chemical | denotes | benzyl | http://purl.obolibrary.org/obo/CHEBI_22744 |
| T170 | 971-976 | Chemical | denotes | ether | http://purl.obolibrary.org/obo/CHEBI_25698 |
LitCovid-sentences
| Id | Subject | Object | Predicate | Lexical cue |
|---|---|---|---|---|
| T55 | 0-105 | Sentence | denotes | Saponification of amino ester 5(33) afforded the corresponding amino acid 6 in nearly quantitative yield. |
| T56 | 106-274 | Sentence | denotes | Acid 6 was treated with isobutylchloroformate and triethylamine, and the resulting mixed anhydride was reacted with diazomethane34 to provide high isolated yields of 7. |
| T57 | 275-426 | Sentence | denotes | Diazoketone 7 was treated with hydrochloric acid for simultaneous nitrogen deprotection and conversion to the chloromethylketone (CMK) intermediate 10. |
| T58 | 427-586 | Sentence | denotes | Alternatively, the N-Boc-protected bromomethylketone was prepared by treatment of 7 with stoichiometric quantities of 48% HBr in dichloromethane to provide 11. |
| T59 | 587-771 | Sentence | denotes | Another preparation of CMK intermediates that avoids the use of diazomethane was accomplished by the reaction of 5 with excess LDA and chloroiodomethane to afford 8 in moderate yields. |
| T60 | 772-979 | Sentence | denotes | A direct approach to oxymethylketone intermediate 9 was achieved by conversion of acid 6 to the corresponding Weinreb amide followed by treatment with the Grignard generated from benzyl chloromethyl ether.35 |
LitCovid-PubTator
| Id | Subject | Object | Predicate | Lexical cue | tao:has_database_id |
|---|---|---|---|---|---|
| 279 | 448-451 | Gene | denotes | Boc | Gene:91653 |
| 280 | 18-29 | Chemical | denotes | amino ester | |
| 281 | 130-151 | Chemical | denotes | isobutylchloroformate | MESH:C039311 |
| 282 | 156-169 | Chemical | denotes | triethylamine | MESH:C016162 |
| 283 | 222-234 | Chemical | denotes | diazomethane | MESH:D003978 |
| 284 | 275-286 | Chemical | denotes | Diazoketone | |
| 285 | 306-323 | Chemical | denotes | hydrochloric acid | MESH:D006851 |
| 286 | 341-349 | Chemical | denotes | nitrogen | MESH:D009584 |
| 287 | 385-403 | Chemical | denotes | chloromethylketone | |
| 288 | 405-408 | Chemical | denotes | CMK | |
| 289 | 556-571 | Chemical | denotes | dichloromethane | MESH:D008752 |
| 290 | 651-663 | Chemical | denotes | diazomethane | MESH:D003978 |
| 291 | 714-717 | Chemical | denotes | LDA | MESH:C007442 |
| 292 | 722-739 | Chemical | denotes | chloroiodomethane | |
| 293 | 793-808 | Chemical | denotes | oxymethylketone | |
| 294 | 882-895 | Chemical | denotes | Weinreb amide | |
| 295 | 951-976 | Chemical | denotes | benzyl chloromethyl ether |