Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR

The unusual α-amino, β-hydroxy acid MeBmt is a key structural feature of cyclosporin A, an important naturally occurring immunosuppressant and antiviral agent. We present a convergent synthesis of MeBmt which relies on new aspects of dynamic kinetic resolution (DKR) to establish simultaneously the c...

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Detalles Bibliográficos
Autores principales: Rolt, Adam, O'Neill, Paul M., Liang, T. Jake, Stachulski, Andrew V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7437948/
https://www.ncbi.nlm.nih.gov/pubmed/32864110
http://dx.doi.org/10.1039/c9ra08256e
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author Rolt, Adam
O'Neill, Paul M.
Liang, T. Jake
Stachulski, Andrew V.
author_facet Rolt, Adam
O'Neill, Paul M.
Liang, T. Jake
Stachulski, Andrew V.
author_sort Rolt, Adam
collection PubMed
description The unusual α-amino, β-hydroxy acid MeBmt is a key structural feature of cyclosporin A, an important naturally occurring immunosuppressant and antiviral agent. We present a convergent synthesis of MeBmt which relies on new aspects of dynamic kinetic resolution (DKR) to establish simultaneously the chirality at C(2) and C(3). We also show that this route is applicable to the synthesis of other derivatives.
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spelling pubmed-74379482020-08-28 Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR Rolt, Adam O'Neill, Paul M. Liang, T. Jake Stachulski, Andrew V. RSC Adv Chemistry The unusual α-amino, β-hydroxy acid MeBmt is a key structural feature of cyclosporin A, an important naturally occurring immunosuppressant and antiviral agent. We present a convergent synthesis of MeBmt which relies on new aspects of dynamic kinetic resolution (DKR) to establish simultaneously the chirality at C(2) and C(3). We also show that this route is applicable to the synthesis of other derivatives. The Royal Society of Chemistry 2019-12-05 /pmc/articles/PMC7437948/ /pubmed/32864110 http://dx.doi.org/10.1039/c9ra08256e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Rolt, Adam
O'Neill, Paul M.
Liang, T. Jake
Stachulski, Andrew V.
Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR
title Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR
title_full Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR
title_fullStr Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR
title_full_unstemmed Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR
title_short Synthesis of MeBmt and related derivatives via syn-selective ATH-DKR
title_sort synthesis of mebmt and related derivatives via syn-selective ath-dkr
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7437948/
https://www.ncbi.nlm.nih.gov/pubmed/32864110
http://dx.doi.org/10.1039/c9ra08256e
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