PMC:7571312 / 51336-52247 JSONTXT

{"project":"LitCovid-PD-CLO","denotations":[{"id":"T474","span":{"begin":242,"end":243},"obj":"http://purl.obolibrary.org/obo/CLO_0001020"},{"id":"T475","span":{"begin":768,"end":770},"obj":"http://purl.obolibrary.org/obo/CLO_0007874"},{"id":"T476","span":{"begin":803,"end":808},"obj":"http://purl.obolibrary.org/obo/CLO_0007706"}],"text":"Following the procedure described for the preparation of (3S)-3-({N-[(4-methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl acetate but substituting pivalic acid and making noncritical variations provided a crude product. This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 152 mg (78%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 11.58 (s, 1H), 8.56 (d, J = 7.8 Hz, 1H), 8.44 (d, J = 7.8 Hz, 1H), 7.64 (s, 1H), 7.36 (s, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, 1H), 6.49 (d, J = 7.6 Hz, 1H), 4.84 (s, 1H), 4.77–4.94 (m, 1H), 4.34–4.51 (m, 2H), 3.87 (s, 3H), 3.02–3.16 (m, 2H), 1.91–2.36 (m, 3H), 1.48–1.78 (m, 5H), 1.16 (s, 9H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C29H40N4O7m/z 557.2 (M + H)+. Anal. calcd for C29H40N4O7·0.76 H2O: C, 61.07; H, 7.34; N, 9.82. Found: C, 61.14; H, 7.63; N, 9.59."}

{"project":"LitCovid-PD-CHEBI","denotations":[{"id":"T71989","span":{"begin":72,"end":79},"obj":"Chemical"},{"id":"T37846","span":{"begin":80,"end":93},"obj":"Chemical"},{"id":"T86199","span":{"begin":80,"end":82},"obj":"Chemical"},{"id":"T94436","span":{"begin":94,"end":102},"obj":"Chemical"},{"id":"T72503","span":{"begin":106,"end":112},"obj":"Chemical"},{"id":"T48336","span":{"begin":113,"end":118},"obj":"Chemical"},{"id":"T27045","span":{"begin":122,"end":125},"obj":"Chemical"},{"id":"T19478","span":{"begin":155,"end":168},"obj":"Chemical"},{"id":"T106","span":{"begin":155,"end":160},"obj":"Chemical"},{"id":"T86264","span":{"begin":161,"end":168},"obj":"Chemical"},{"id":"T5769","span":{"begin":186,"end":198},"obj":"Chemical"},{"id":"T3867","span":{"begin":194,"end":198},"obj":"Chemical"},{"id":"T111","span":{"begin":318,"end":326},"obj":"Chemical"},{"id":"T3238","span":{"begin":327,"end":342},"obj":"Chemical"},{"id":"T22213","span":{"begin":390,"end":392},"obj":"Chemical"},{"id":"T114","span":{"begin":407,"end":411},"obj":"Chemical"},{"id":"T26714","span":{"begin":428,"end":430},"obj":"Chemical"},{"id":"T54523","span":{"begin":454,"end":456},"obj":"Chemical"},{"id":"T10730","span":{"begin":480,"end":482},"obj":"Chemical"},{"id":"T38064","span":{"begin":494,"end":496},"obj":"Chemical"},{"id":"T79920","span":{"begin":508,"end":510},"obj":"Chemical"},{"id":"T99227","span":{"begin":534,"end":536},"obj":"Chemical"},{"id":"T94617","span":{"begin":548,"end":550},"obj":"Chemical"},{"id":"T6524","span":{"begin":574,"end":576},"obj":"Chemical"},{"id":"T53306","span":{"begin":588,"end":590},"obj":"Chemical"},{"id":"T47671","span":{"begin":607,"end":609},"obj":"Chemical"},{"id":"T69670","span":{"begin":768,"end":770},"obj":"Chemical"},{"id":"T41002","span":{"begin":844,"end":847},"obj":"Chemical"}],"attributes":[{"id":"A10498","pred":"chebi_id","subj":"T71989","obj":"http://purl.obolibrary.org/obo/CHEBI_32772"},{"id":"A67419","pred":"chebi_id","subj":"T71989","obj":"http://purl.obolibrary.org/obo/CHEBI_44520"},{"id":"A8135","pred":"chebi_id","subj":"T37846","obj":"http://purl.obolibrary.org/obo/CHEBI_51611"},{"id":"A32133","pred":"chebi_id","subj":"T86199","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A24141","pred":"chebi_id","subj":"T94436","obj":"http://purl.obolibrary.org/obo/CHEBI_23019"},{"id":"A10851","pred":"chebi_id","subj":"T72503","obj":"http://purl.obolibrary.org/obo/CHEBI_32630"},{"id":"A22309","pred":"chebi_id","subj":"T72503","obj":"http://purl.obolibrary.org/obo/CHEBI_37904"},{"id":"A49486","pred":"chebi_id","subj":"T48336","obj":"http://purl.obolibrary.org/obo/CHEBI_46882"},{"id":"A11268","pred":"chebi_id","subj":"T27045","obj":"http://purl.obolibrary.org/obo/CHEBI_46629"},{"id":"A19278","pred":"chebi_id","subj":"T19478","obj":"http://purl.obolibrary.org/obo/CHEBI_31328"},{"id":"A41351","pred":"chebi_id","subj":"T106","obj":"http://purl.obolibrary.org/obo/CHEBI_41264"},{"id":"A85611","pred":"chebi_id","subj":"T86264","obj":"http://purl.obolibrary.org/obo/CHEBI_30089"},{"id":"A26838","pred":"chebi_id","subj":"T86264","obj":"http://purl.obolibrary.org/obo/CHEBI_47622"},{"id":"A50786","pred":"chebi_id","subj":"T5769","obj":"http://purl.obolibrary.org/obo/CHEBI_45133"},{"id":"A86722","pred":"chebi_id","subj":"T3867","obj":"http://purl.obolibrary.org/obo/CHEBI_37527"},{"id":"A55485","pred":"chebi_id","subj":"T111","obj":"http://purl.obolibrary.org/obo/CHEBI_17790"},{"id":"A29424","pred":"chebi_id","subj":"T3238","obj":"http://purl.obolibrary.org/obo/CHEBI_15767"},{"id":"A80025","pred":"chebi_id","subj":"T22213","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A51899","pred":"chebi_id","subj":"T114","obj":"http://purl.obolibrary.org/obo/CHEBI_28262"},{"id":"A64508","pred":"chebi_id","subj":"T26714","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A57379","pred":"chebi_id","subj":"T54523","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A15068","pred":"chebi_id","subj":"T10730","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A48794","pred":"chebi_id","subj":"T38064","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A97793","pred":"chebi_id","subj":"T79920","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A86063","pred":"chebi_id","subj":"T99227","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A78342","pred":"chebi_id","subj":"T94617","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A76879","pred":"chebi_id","subj":"T6524","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A37739","pred":"chebi_id","subj":"T53306","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A86636","pred":"chebi_id","subj":"T47671","obj":"http://purl.obolibrary.org/obo/CHEBI_49637"},{"id":"A90037","pred":"chebi_id","subj":"T69670","obj":"http://purl.obolibrary.org/obo/CHEBI_73613"},{"id":"A2359","pred":"chebi_id","subj":"T41002","obj":"http://purl.obolibrary.org/obo/CHEBI_15377"}],"text":"Following the procedure described for the preparation of (3S)-3-({N-[(4-methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl acetate but substituting pivalic acid and making noncritical variations provided a crude product. This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 152 mg (78%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 11.58 (s, 1H), 8.56 (d, J = 7.8 Hz, 1H), 8.44 (d, J = 7.8 Hz, 1H), 7.64 (s, 1H), 7.36 (s, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, 1H), 6.49 (d, J = 7.6 Hz, 1H), 4.84 (s, 1H), 4.77–4.94 (m, 1H), 4.34–4.51 (m, 2H), 3.87 (s, 3H), 3.02–3.16 (m, 2H), 1.91–2.36 (m, 3H), 1.48–1.78 (m, 5H), 1.16 (s, 9H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C29H40N4O7m/z 557.2 (M + H)+. Anal. calcd for C29H40N4O7·0.76 H2O: C, 61.07; H, 7.34; N, 9.82. Found: C, 61.14; H, 7.63; N, 9.59."}

{"project":"LitCovid-sentences","denotations":[{"id":"T336","span":{"begin":0,"end":258},"obj":"Sentence"},{"id":"T337","span":{"begin":259,"end":389},"obj":"Sentence"},{"id":"T338","span":{"begin":390,"end":811},"obj":"Sentence"},{"id":"T339","span":{"begin":812,"end":876},"obj":"Sentence"},{"id":"T340","span":{"begin":877,"end":911},"obj":"Sentence"}],"namespaces":[{"prefix":"_base","uri":"http://pubannotation.org/ontology/tao.owl#"}],"text":"Following the procedure described for the preparation of (3S)-3-({N-[(4-methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl acetate but substituting pivalic acid and making noncritical variations provided a crude product. This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 152 mg (78%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 11.58 (s, 1H), 8.56 (d, J = 7.8 Hz, 1H), 8.44 (d, J = 7.8 Hz, 1H), 7.64 (s, 1H), 7.36 (s, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, 1H), 6.49 (d, J = 7.6 Hz, 1H), 4.84 (s, 1H), 4.77–4.94 (m, 1H), 4.34–4.51 (m, 2H), 3.87 (s, 3H), 3.02–3.16 (m, 2H), 1.91–2.36 (m, 3H), 1.48–1.78 (m, 5H), 1.16 (s, 9H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C29H40N4O7m/z 557.2 (M + H)+. Anal. calcd for C29H40N4O7·0.76 H2O: C, 61.07; H, 7.34; N, 9.82. Found: C, 61.14; H, 7.63; N, 9.59."}

{"project":"LitCovid-PubTator","denotations":[{"id":"1181","span":{"begin":186,"end":198},"obj":"Chemical"},{"id":"1182","span":{"begin":318,"end":326},"obj":"Chemical"},{"id":"1183","span":{"begin":327,"end":342},"obj":"Chemical"},{"id":"1184","span":{"begin":828,"end":838},"obj":"Chemical"},{"id":"1185","span":{"begin":844,"end":847},"obj":"Chemical"},{"id":"1186","span":{"begin":849,"end":850},"obj":"Chemical"},{"id":"1187","span":{"begin":868,"end":869},"obj":"Chemical"},{"id":"1188","span":{"begin":884,"end":885},"obj":"Chemical"},{"id":"1189","span":{"begin":903,"end":904},"obj":"Chemical"}],"attributes":[{"id":"A1181","pred":"tao:has_database_id","subj":"1181","obj":"MESH:C005566"},{"id":"A1182","pred":"tao:has_database_id","subj":"1182","obj":"MESH:D000432"},{"id":"A1183","pred":"tao:has_database_id","subj":"1183","obj":"MESH:D008752"},{"id":"A1186","pred":"tao:has_database_id","subj":"1186","obj":"MESH:D002244"},{"id":"A1187","pred":"tao:has_database_id","subj":"1187","obj":"MESH:D009584"},{"id":"A1188","pred":"tao:has_database_id","subj":"1188","obj":"MESH:D002244"},{"id":"A1189","pred":"tao:has_database_id","subj":"1189","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":"Following the procedure described for the preparation of (3S)-3-({N-[(4-methoxy-1H-indol-2-yl)carbonyl]-l-leucyl}amino)-2-oxo-4-[(3S)-2-oxopyrrolidin-3-yl]butyl acetate but substituting pivalic acid and making noncritical variations provided a crude product. This material was purified by Biotage MPLC (25 M, 2.5–4.5% methanol/dichloromethane) to afford 152 mg (78%) of the title compound. 1H NMR (400 MHz, DMSO-d6) δ 11.58 (s, 1H), 8.56 (d, J = 7.8 Hz, 1H), 8.44 (d, J = 7.8 Hz, 1H), 7.64 (s, 1H), 7.36 (s, 1H), 7.08 (t, J = 8.0 Hz, 1H), 6.99 (d, 1H), 6.49 (d, J = 7.6 Hz, 1H), 4.84 (s, 1H), 4.77–4.94 (m, 1H), 4.34–4.51 (m, 2H), 3.87 (s, 3H), 3.02–3.16 (m, 2H), 1.91–2.36 (m, 3H), 1.48–1.78 (m, 5H), 1.16 (s, 9H), 0.94 (d, J = 6.3 Hz, 3H), 0.89 (d, J = 6.3 Hz, 3H); MS (ESI+) for C29H40N4O7m/z 557.2 (M + H)+. Anal. calcd for C29H40N4O7·0.76 H2O: C, 61.07; H, 7.34; N, 9.82. Found: C, 61.14; H, 7.63; N, 9.59."}