Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat
A practical synthesis of CPI-2850, the major metabolite of Devimistat (CPI-613® (6,8-bis-benzylsulfanyloctanoic acid)), has been developed to synthesize multigram quantities for enantiomeric separation. Using enantioenriched (S)-(−)-1,2,4-butanetriol pure (S)-CPI-2850 enantiomer was synthesized to i...
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Elsevier
2022-01-01
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Series: | Results in Chemistry |
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Online Access: | http://www.sciencedirect.com/science/article/pii/S2211715621001739 |
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author | Poli Adi Narayana Reddy Zachary Stine Joseph M. Salvino |
author_facet | Poli Adi Narayana Reddy Zachary Stine Joseph M. Salvino |
author_sort | Poli Adi Narayana Reddy |
collection | DOAJ |
description | A practical synthesis of CPI-2850, the major metabolite of Devimistat (CPI-613® (6,8-bis-benzylsulfanyloctanoic acid)), has been developed to synthesize multigram quantities for enantiomeric separation. Using enantioenriched (S)-(−)-1,2,4-butanetriol pure (S)-CPI-2850 enantiomer was synthesized to identify the individual enantiomers after enantiomeric resolution. A slightly modified synthetic route was used to synthesize 13C-CPI-2850 useful for metabolic studies. |
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id | doaj.art-d45f776382614e7ca85134c3d5fb0c8c |
institution | Directory Open Access Journal |
issn | 2211-7156 |
language | English |
last_indexed | 2024-04-13T05:21:27Z |
publishDate | 2022-01-01 |
publisher | Elsevier |
record_format | Article |
series | Results in Chemistry |
spelling | doaj.art-d45f776382614e7ca85134c3d5fb0c8c2022-12-22T03:00:45ZengElsevierResults in Chemistry2211-71562022-01-014100268Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of DevimistatPoli Adi Narayana Reddy0Zachary Stine1Joseph M. Salvino2Medicinal Chemistry and Program in, The Wistar Institute, Philadelphia, PA 19104, United StatesBarer Institute, Rafael Holdings, Inc. Philadelphia PA 19107, United StatesMedicinal Chemistry and Program in, The Wistar Institute, Philadelphia, PA 19104, United States; Molecular and Cellular Oncogenesis, The Wistar Institute, Philadelphia, PA 19104, United States; Corresponding author.A practical synthesis of CPI-2850, the major metabolite of Devimistat (CPI-613® (6,8-bis-benzylsulfanyloctanoic acid)), has been developed to synthesize multigram quantities for enantiomeric separation. Using enantioenriched (S)-(−)-1,2,4-butanetriol pure (S)-CPI-2850 enantiomer was synthesized to identify the individual enantiomers after enantiomeric resolution. A slightly modified synthetic route was used to synthesize 13C-CPI-2850 useful for metabolic studies.http://www.sciencedirect.com/science/article/pii/S2211715621001739DevimistatCPI-613®CPI-2850Single enantiomersEnantioselective synthesis |
spellingShingle | Poli Adi Narayana Reddy Zachary Stine Joseph M. Salvino Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat Results in Chemistry Devimistat CPI-613® CPI-2850 Single enantiomers Enantioselective synthesis |
title | Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat |
title_full | Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat |
title_fullStr | Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat |
title_full_unstemmed | Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat |
title_short | Synthesis of both enantiomers and the 13C derivative of CPI-2850, the major metabolite of Devimistat |
title_sort | synthesis of both enantiomers and the 13c derivative of cpi 2850 the major metabolite of devimistat |
topic | Devimistat CPI-613® CPI-2850 Single enantiomers Enantioselective synthesis |
url | http://www.sciencedirect.com/science/article/pii/S2211715621001739 |
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