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862207

Sigma-Aldrich

4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one

purified by recrystallization

Sinonimo/i:

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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48,60 €
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399,00 €

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1 G
48,60 €
10 G
399,00 €

About This Item

Formula empirica (notazione di Hill):
C12H11NO3
Numero CAS:
15646-46-5
Peso molecolare:
217.22
Numero CE:
239-713-9
Numero MDL:
MFCD00003204
Codice UNSPSC:
12352100
ID PubChem:
24888573
NACRES:
NA.22

48,60 €

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Stato

solid

Purificato mediante

recrystallization

Punto di fusione

94-96 °C (dec.) (lit.)

Gruppo funzionale

ester
ether
phenyl

Temperatura di conservazione

2-8°C

Stringa SMILE

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-
SJHPCNCNNSSLPL-NTMALXAHSA-N

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Categorie correlate

Descrizione generale

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.[1]

Applicazioni

4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one can be used as a reactant to synthesize:
  • Pyrimidinone derivatives with N-carboxymethylbenzamidine.[2]
  • Multi-functionalized 1-azabicycles with acyclic enaminones via formal aza-[3+3] cycloaddition.[3]
It can also be used as a source of alpha-amino acid residue to synthesize N-1,2,3-triazolyl substituted amino acid derivatives.[4]

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H317

Consigli di prudenza

P280

Classi di pericolo

Skin Sens. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
MKCT7798
MKCS1471
MKCR1668
MKCJ8442
MKCF4919

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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
Zenghui Lu et al.
The Journal of organic chemistry, 77(21), 9871-9877 (2012-10-11)
A novel palladium-catalyzed approach for the assembly of 3,4,5-trisubstituted oxazolones has been achieved by the coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles, which involves an oxidative addition followed by oxypalladation/reductive elimination. The reaction provides a convenient access
Torsten Olszak et al.
Nature, 509(7501), 497-502 (2014-04-11)
The mechanisms by which mucosal homeostasis is maintained are of central importance to inflammatory bowel disease. Critical to these processes is the intestinal epithelial cell (IEC), which regulates immune responses at the interface between the commensal microbiota and the host.
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
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