PMC:7571312 / 69744-70874 JSONTXT

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T546","span":{"begin":439,"end":440},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T547","span":{"begin":483,"end":485},"obj":"http://purl.obolibrary.org/obo/CL_0000453"},{"id":"T548","span":{"begin":584,"end":585},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T549","span":{"begin":862,"end":864},"obj":"http://purl.obolibrary.org/obo/CLO_0053733"},{"id":"T550","span":{"begin":917,"end":919},"obj":"http://purl.obolibrary.org/obo/CLO_0007874"},{"id":"T551","span":{"begin":955,"end":960},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"(3S)-3-{[N-(tert-Butoxycarbonyl)-l-leucyl]amino}-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-Dichlorobenzoate (29)\nFollowing the procedure described for the preparation of N2-(tert-butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-l-leucinamide but substituting (3S)-3-[(tert-butoxycarbonyl)amino]-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-dichlorobenzoate and making noncritical variations provided a brown foam. This material was purified by LC (50 g 230–400 SiO2, 2.5–3.5% methanol/chloroform) to afford 413 mg (61%) of the title compound as a light yellow foam. 1H NMR (DMSO-d6) δ 8.47 (d, J = 8 Hz, 1H), 7.60 (m, 4H), 7.05 (d, J = 8 Hz, 1H), 5.19 (d, J = 16 Hz, 1H), 5.13 (d, J = 16 Hz, 1H), 4.47 (m, 1H), 3.95 (m, 1H), 3.16 (m, 1H), 3.08 (m, 1H), 2.27 (m, 1H), 2.10 (m, 1H), 2.03 (m, 1H), 1.65 (m, 2H), 1.47–1.37 (m, 11 H), 0.89 (d, J = 4 Hz, 3H), 0.85 (d, J = 4 Hz, 3H); MS (ESI+) for C26H35Cl2N3O7m/z 572.1 (M + H)+. Anal. calcd for C26H35Cl2N3O7·0.5 H2O: C, 53.70; H, 6.24; N, 7.23. Found: C, 53.74; H, 6.31; N, 7.31; HRMS (ESI+) calcd for C26H35Cl2N3O7+Na 594.1744, found 594.1729."}

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pred":"chebi_id","subj":"T83656","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A23759","pred":"chebi_id","subj":"T62470","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A36394","pred":"chebi_id","subj":"T36387","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A50519","pred":"chebi_id","subj":"T99952","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A9225","pred":"chebi_id","subj":"T44278","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A53178","pred":"chebi_id","subj":"T11106","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A59064","pred":"chebi_id","subj":"T801","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A12603","pred":"chebi_id","subj":"T2297","obj":"http://purl.obolibrary.org/obo/CHEBI_73613"},{"id":"A21469","pred":"chebi_id","subj":"T36011","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"},{"id":"A83056","pred":"chebi_id","subj":"T96004","obj":"http://purl.obolibrary.org/obo/CHEBI_26708"}],"text":"(3S)-3-{[N-(tert-Butoxycarbonyl)-l-leucyl]amino}-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-Dichlorobenzoate (29)\nFollowing the procedure described for the preparation of N2-(tert-butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-l-leucinamide but substituting (3S)-3-[(tert-butoxycarbonyl)amino]-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-dichlorobenzoate and making noncritical variations provided a brown foam. This material was purified by LC (50 g 230–400 SiO2, 2.5–3.5% methanol/chloroform) to afford 413 mg (61%) of the title compound as a light yellow foam. 1H NMR (DMSO-d6) δ 8.47 (d, J = 8 Hz, 1H), 7.60 (m, 4H), 7.05 (d, J = 8 Hz, 1H), 5.19 (d, J = 16 Hz, 1H), 5.13 (d, J = 16 Hz, 1H), 4.47 (m, 1H), 3.95 (m, 1H), 3.16 (m, 1H), 3.08 (m, 1H), 2.27 (m, 1H), 2.10 (m, 1H), 2.03 (m, 1H), 1.65 (m, 2H), 1.47–1.37 (m, 11 H), 0.89 (d, J = 4 Hz, 3H), 0.85 (d, J = 4 Hz, 3H); MS (ESI+) for C26H35Cl2N3O7m/z 572.1 (M + H)+. Anal. calcd for C26H35Cl2N3O7·0.5 H2O: C, 53.70; H, 6.24; N, 7.23. Found: C, 53.74; H, 6.31; N, 7.31; HRMS (ESI+) calcd for C26H35Cl2N3O7+Na 594.1744, found 594.1729."}

{"project":"LitCovid-sentences","denotations":[{"id":"T430","span":{"begin":0,"end":115},"obj":"Sentence"},{"id":"T431","span":{"begin":116,"end":452},"obj":"Sentence"},{"id":"T432","span":{"begin":453,"end":604},"obj":"Sentence"},{"id":"T433","span":{"begin":605,"end":963},"obj":"Sentence"},{"id":"T434","span":{"begin":964,"end":1030},"obj":"Sentence"},{"id":"T435","span":{"begin":1031,"end":1130},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"(3S)-3-{[N-(tert-Butoxycarbonyl)-l-leucyl]amino}-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-Dichlorobenzoate (29)\nFollowing the procedure described for the preparation of N2-(tert-butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-l-leucinamide but substituting (3S)-3-[(tert-butoxycarbonyl)amino]-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-dichlorobenzoate and making noncritical variations provided a brown foam. This material was purified by LC (50 g 230–400 SiO2, 2.5–3.5% methanol/chloroform) to afford 413 mg (61%) of the title compound as a light yellow foam. 1H NMR (DMSO-d6) δ 8.47 (d, J = 8 Hz, 1H), 7.60 (m, 4H), 7.05 (d, J = 8 Hz, 1H), 5.19 (d, J = 16 Hz, 1H), 5.13 (d, J = 16 Hz, 1H), 4.47 (m, 1H), 3.95 (m, 1H), 3.16 (m, 1H), 3.08 (m, 1H), 2.27 (m, 1H), 2.10 (m, 1H), 2.03 (m, 1H), 1.65 (m, 2H), 1.47–1.37 (m, 11 H), 0.89 (d, J = 4 Hz, 3H), 0.85 (d, J = 4 Hz, 3H); MS (ESI+) for C26H35Cl2N3O7m/z 572.1 (M + H)+. Anal. calcd for C26H35Cl2N3O7·0.5 H2O: C, 53.70; H, 6.24; N, 7.23. Found: C, 53.74; H, 6.31; N, 7.31; HRMS (ESI+) calcd for C26H35Cl2N3O7+Na 594.1744, found 594.1729."}

{"project":"LitCovid-PubTator","denotations":[{"id":"1519","span":{"begin":500,"end":504},"obj":"Chemical"},{"id":"1520","span":{"begin":515,"end":523},"obj":"Chemical"},{"id":"1521","span":{"begin":524,"end":534},"obj":"Chemical"},{"id":"1522","span":{"begin":980,"end":993},"obj":"Chemical"},{"id":"1523","span":{"begin":998,"end":1001},"obj":"Chemical"},{"id":"1524","span":{"begin":1003,"end":1004},"obj":"Chemical"},{"id":"1525","span":{"begin":1022,"end":1023},"obj":"Chemical"},{"id":"1526","span":{"begin":1038,"end":1039},"obj":"Chemical"},{"id":"1527","span":{"begin":1057,"end":1058},"obj":"Chemical"},{"id":"1528","span":{"begin":1088,"end":1101},"obj":"Chemical"},{"id":"1529","span":{"begin":1066,"end":1070},"obj":"Disease"}],"attributes":[{"id":"A1520","pred":"tao:has_database_id","subj":"1520","obj":"MESH:D000432"},{"id":"A1521","pred":"tao:has_database_id","subj":"1521","obj":"MESH:D002725"},{"id":"A1524","pred":"tao:has_database_id","subj":"1524","obj":"MESH:D002244"},{"id":"A1525","pred":"tao:has_database_id","subj":"1525","obj":"MESH:D009584"},{"id":"A1526","pred":"tao:has_database_id","subj":"1526","obj":"MESH:D002244"},{"id":"A1527","pred":"tao:has_database_id","subj":"1527","obj":"MESH:D009584"}],"namespaces":[{"prefix":"Tax","uri":"https://www.ncbi.nlm.nih.gov/taxonomy/"},{"prefix":"MESH","uri":"https://id.nlm.nih.gov/mesh/"},{"prefix":"Gene","uri":"https://www.ncbi.nlm.nih.gov/gene/"},{"prefix":"CVCL","uri":"https://web.expasy.org/cellosaurus/CVCL_"}],"text":"(3S)-3-{[N-(tert-Butoxycarbonyl)-l-leucyl]amino}-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-Dichlorobenzoate (29)\nFollowing the procedure described for the preparation of N2-(tert-butoxycarbonyl)-N1-((1S)-3-chloro-2-oxo-1-{[(3S)-2-oxopyrrolidin-3-yl]methyl}propyl)-l-leucinamide but substituting (3S)-3-[(tert-butoxycarbonyl)amino]-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl 2,6-dichlorobenzoate and making noncritical variations provided a brown foam. This material was purified by LC (50 g 230–400 SiO2, 2.5–3.5% methanol/chloroform) to afford 413 mg (61%) of the title compound as a light yellow foam. 1H NMR (DMSO-d6) δ 8.47 (d, J = 8 Hz, 1H), 7.60 (m, 4H), 7.05 (d, J = 8 Hz, 1H), 5.19 (d, J = 16 Hz, 1H), 5.13 (d, J = 16 Hz, 1H), 4.47 (m, 1H), 3.95 (m, 1H), 3.16 (m, 1H), 3.08 (m, 1H), 2.27 (m, 1H), 2.10 (m, 1H), 2.03 (m, 1H), 1.65 (m, 2H), 1.47–1.37 (m, 11 H), 0.89 (d, J = 4 Hz, 3H), 0.85 (d, J = 4 Hz, 3H); MS (ESI+) for C26H35Cl2N3O7m/z 572.1 (M + H)+. Anal. calcd for C26H35Cl2N3O7·0.5 H2O: C, 53.70; H, 6.24; N, 7.23. Found: C, 53.74; H, 6.31; N, 7.31; HRMS (ESI+) calcd for C26H35Cl2N3O7+Na 594.1744, found 594.1729."}