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Preferential intramolecular ring closure of aminoalcohols with diethyl carbonate to oxazolidinones
- Source :
- Chemicalpharmaceutical bulletin. 55(5)
- Publication Year :
- 2007
-
Abstract
- The closure by cyclization with diethyl carbonate (EtO)(2)CO from aminoalcohols 1 as starting material can lead to the oxazolidinones 2a, b and 2c, respectively. In the reaction of trans-isomer (6) and (EtO)(2)CO, isolated products were also only 5-membered oxazolidinone derivative (7), containing its dehydrated derivative 8. The preferential formation of the 5-membered oxazolidinone ring system apparently indicated that this process (5-Exo-Trig ring closure) is more favorable than that of 6- or 7-membered ring derivative (3 or 9) by 6- or 7-Exo-Trig ring closure.
- Subjects :
- Magnetic Resonance Spectroscopy
Spectrophotometry, Infrared
Diethyl carbonate
Closure (topology)
General Chemistry
General Medicine
Spectrometry, Mass, Fast Atom Bombardment
Ring (chemistry)
Medicinal chemistry
Amino Alcohols
chemistry.chemical_compound
chemistry
Cyclization
Intramolecular force
Drug Discovery
Diethyl Pyrocarbonate
Indicators and Reagents
Chromatography, Thin Layer
Derivative (chemistry)
Oxazolidinones
Subjects
Details
- ISSN :
- 00092363
- Volume :
- 55
- Issue :
- 5
- Database :
- OpenAIRE
- Journal :
- Chemicalpharmaceutical bulletin
- Accession number :
- edsair.doi.dedup.....d96dc7795e6a74592e78cad0fd29f1b3