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862207

Sigma-Aldrich

4-Ethoxymethylen-2-phenyl-2-oxazolin-5-on

purified by recrystallization

Synonym(e):

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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CHF 43.20
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About This Item

Empirische Formel (Hill-System):
C12H11NO3
CAS-Nummer:
15646-46-5
Molekulargewicht:
217.22
EG-Nummer:
239-713-9
MDL-Nummer:
MFCD00003204
UNSPSC-Code:
12352100
PubChem Substanz-ID:
24888573
NACRES:
NA.22

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Form

solid

Aufgereinigt durch

recrystallization

mp (Schmelzpunkt)

94-96 °C (dec.) (lit.)

Funktionelle Gruppe

ester
ether
phenyl

Lagertemp.

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-

InChIKey

SJHPCNCNNSSLPL-NTMALXAHSA-N

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Allgemeine Beschreibung

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]

Anwendung

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]

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H317

P-Sätze

P280

Gefahreneinstufungen

Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (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
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
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
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
Kenjyo Miyauchi et al.
Nature chemical biology, 9(2), 105-111 (2012-12-18)
N(6)-threonylcarbamoyladenosine (t(6)A) is a universally conserved, essential modified nucleoside found in transfer RNAs (tRNAs) responsible for ANN codons in all three domains of life. t(6)A has a crucial role in maintaining decoding accuracy during protein synthesis. The presence of t(6)A
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