862207
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
purified by recrystallization
Synonym(s):
2-Phenyl-1-4-heteromethylene-5-oxazolone, 2-Phenyl-4-(ethoxymethylene)-2-oxazolinone, 2-Phenyl-4-(ethoxymethylene)oxazolone, 2-Phenyl-4-ethoxymethylene-5-oxazolone, 4-(Ethoxymethylene)-2-phenyl-5(4H)-oxazolone, 4-Ethoxymethylene-2-phenyl oxazolone, 4-Ethoxymethylene-2-phenyl-5-oxazolone, Oxazolone
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About This Item
Empirical Formula (Hill Notation):
C12H11NO3
CAS Number:
Molecular Weight:
217.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
239-713-9
MDL number:
Form:
solid
form
solid
Quality Level
purified by
recrystallization
mp
94-96 °C (dec.) (lit.)
functional group
ester, ether, phenyl
storage temp.
2-8°C
SMILES string
CCO\C=C1/N=C(OC1=O)c2ccccc2
InChI
1S/C12H11NO3/c1-2-15-8-10-12(14)16-11(13-10)9-6-4-3-5-7-9/h3-8H,2H2,1H3/b10-8-
InChI key
SJHPCNCNNSSLPL-NTMALXAHSA-N
General description
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one is a heterocyclic compound that belongs to the oxazolone family and serves as an important intermediate in the synthesis of amino acids, peptides, and heterocyclic precursors.
Application
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one can be used as a reactant to synthesize:
- Pyrimidinone derivatives with N-carboxymethylbenzamidine.
- Multi-functionalized 1-azabicycles with acyclic enaminones via formal aza-[3+3] cycloaddition.
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Yongyan Shi et al.
Cell death & disease, 11(6), 461-461 (2020-06-17)
Crohn's disease (CD) and ulcerative colitis (UC) actually had different pathological mechanisms, as the former was mainly induced by Th1 and Th17 response and the latter by Th2 response. Our previous study found that oxazolone-induced Th2-mediated colitis could not be
Joanne C Masterson et al.
Gut, 63(1), 43-53 (2012-11-20)
Eosinophilic oesophagitis (EoE) is a chronic inflammatory condition of the oesophagus with limited treatment options. No previous transgenic model has specifically targeted the oesophageal mucosa to induce oesophageal eosinophilia. We developed a mouse model that closely resembles EoE by utilising
Nicolas Pradeille et al.
Chemistry & biodiversity, 9(11), 2528-2558 (2012-11-20)
The total syntheses of hypomurocin A3 and hypomuricin A5 (HM A3 and HM A5, resp.) in solution phase are described. These syntheses have been successfully achieved by applying the 'azirine/oxazolone method' to introduce the two Aib-Pro units into the backbone