Number of the records: 1
Two optimized synthetic pathways toward a chiral precursor of Mivacurium chloride and other skeletal muscle relaxants
- 1.
SYSNO ASEP 0425876 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Two optimized synthetic pathways toward a chiral precursor of Mivacurium chloride and other skeletal muscle relaxants Author(s) Vilhanová, B. (CZ)
Matoušek, V. (CZ)
Václavík, J. (CZ)
Syslová, K. (CZ)
Přech, J. (CZ)
Pecháček, J. (CZ)
Šot, P. (CZ)
Januščák, J. (CZ)
Toman, J. (CN)
Zápal, Jakub (MBU-M)
Kuzma, Marek (MBU-M) ORCID, RID
Kačer, P. (CZ)Source Title Tetrahedron Asymmetry. - : Elsevier - ISSN 0957-4166
Roč. 24, č. 1 (2013), s. 50-55Number of pages 6 s. Language eng - English Country GB - United Kingdom Keywords ASYMMETRIC TRANSFER HYDROGENATION ; IMINES ; AGENTS Subject RIV CA - Inorganic Chemistry R&D Projects GA104/09/1497 GA ČR - Czech Science Foundation (CSF) GAP106/12/1276 GA ČR - Czech Science Foundation (CSF) Institutional support MBU-M - RVO:61388971 UT WOS 000314488700007 DOI 10.1016/j.tetasy.2012.11.012 Annotation A chiral precursor of Mivacurium chloride, (R)-5'-methoxylaudanosine, was prepared using two different methods. The chiral resolution of racemic 5'-methoxylaudanosine, typically used in industry, was carried out in parallel with a procedure consisting of asymmetric transfer hydrogenation (ATH) and reductive methylation. A novel one-pot synthetic step was developed for the synthesis of racemic 5'-methoxylaudanosine. In both routes, the enantioselectivity was high but further purification was necessary to reach the level of a pharmaceutical standard. The individual synthetic steps reported herein can also be used for the synthesis of analogous bistetrahydroisoquinoline-based skeletal muscle relaxants. Workplace Institute of Microbiology Contact Eliška Spurná, eliska.spurna@biomed.cas.cz, Tel.: 241 062 231 Year of Publishing 2014
Number of the records: 1