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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Main Authors: Poli Adi Narayana Reddy, Zachary Stine, Joseph M. Salvino
Format: Article
Language:English
Published: Elsevier 2022-01-01
Series:Results in Chemistry
Subjects:
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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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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