Abstract
The total synthesis of oxazolidinone-based pharmaceuticals, linezolid, tedizolid and rivaroxaban is reported. They are synthesized using a recently reported copper-catalyzed one-pot cyclization and arylation as the key step to construct the N-aryloxazolidinone core. Active pharmaceutical ingredients (API) were synthesized from a common synthetic pool of a simple protected amino alcohol in 22%, 61% and 40% total synthesis yields, respectively.
| Original language | English |
|---|---|
| Pages (from-to) | 1305-1313 |
| Journal | European Journal of Organic Chemistry |
| Volume | 2016 |
| Issue number | 7 |
| Early online date | 9 Feb 2016 |
| DOIs | |
| Publication status | Published - Mar 2016 |
Keywords
- Copper
- Cross coupling
- Homogeneous catalysis
- Nitrogen heterocycles
- Total synthesis
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
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Equipment
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MC2-Mass Spectrometry (MS)
Material and Chemical Characterisation (MC2)Facility/equipment: Technology type
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MC2- Nuclear Magnetic Resonance (NMR)
Material and Chemical Characterisation (MC2)Facility/equipment: Technology type