16251-46-0Relevant articles and documents
Pure by NMR ?
Claridge, Timothy D. W.,Davies, Stephen G.,Polywka, Mario E. C.,Roberts, Paul M.,Russell, Angela J.,Savory, Edward D.,Smith, Andrew D.
, p. 5433 - 5436 (2008)
(Chemical Equation Presented) Integration of a 13C-1H satellite peak of a given 12C-1H parent resonance within a quantitative 1H NMR spectrum and comparison to the minor component represents a simple protocol for the accurate determination of diastereoisomeric ratios of up to 1000:1 (i.e., 99.8% de).
Carbon dioxide as a carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas: Scope and limitations
Paz, Jairo,Perez-Balado, Carlos,Iglesias, Beatriz,Munoz, Luis
supporting information; experimental part, p. 3037 - 3046 (2010/07/15)
Carbon dioxide can be used as a convenient carbonylating agent in the synthesis of 2-oxazolidinones, 2-oxazinones, and cyclic ureas. The transient carbamate anion generated by treating a primary or secondary amine group in basic media can be activated with phosphorylating agents such as Diphenylphosphoryl azide (DPPA) and Diphenyl chlorophosphate (DPPCl) but also with other types of electrophiles such as SOCl2, TsCl, or AcCl. The intramolecular trapping of the activated carbamate by a hydroxyl group leads to the formation of 2-oxazolidinones or 2-oxazinones in good to excellent yields. This methodology was successfully applied to the synthesis of cyclic ureas up to 7-membered rings from the corresponding diamines.
Reactivity difference between diphosgene and phosgene in reaction with (2,3-anti)-3-amino-1,2-diols
Hamdach,El Hadrami,Gil,Zaragozá,Zaballos-García,Sepúlveda-Arques
, p. 6392 - 6397 (2007/10/03)
In reactions of (2,3-anti)-3-amino-1,2-diols with diphosgene and phosgene and their conversion into 1,3-oxazolidin-2-ones, some differences in the stereochemistry of the reactions have been found with these two reagents. The reactions with phosgene afforded the expected cis-oxazolidinones, and in the reaction with diphosgene under the same reaction conditions, the trans-oxazolidinones were also obtained.