(S)-4-Methyloxazolidin-2,5-dion

(S)-4-Methyl-2,5-oxazolidonedione Struktur
2224-52-4
CAS-Nr.
2224-52-4
Bezeichnung:
(S)-4-Methyloxazolidin-2,5-dion
Englisch Name:
(S)-4-Methyl-2,5-oxazolidonedione
Synonyma:
ALA-NCA;L-Ala-NCA;L-Alanine N-Carbxy anhydride;(S)-4-METHYL-OXAZOLIDINE-2,5-DIONE;H-ALA-NCA;Alanine, NCA;L-Alanine NC;L-ALA-NCA(2224-52-4);Creatinine Impurity 3;L-Ala-N-Carboxyanhydride
CBNumber:
CB7180875
Summenformel:
C4H5NO3
Molgewicht:
115.09
MOL-Datei:
2224-52-4.mol

(S)-4-Methyloxazolidin-2,5-dion Eigenschaften

Schmelzpunkt:
92℃
alpha 
+5.13°(25/D,c=6.4,dioxane)
Dichte
1.296
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
Löslichkeit
DMSO (Very Slightly, Heated)
Aggregatzustand
Solid
pka
9.38±0.40(Predicted)
Farbe
White to Off-White
InChI
InChI=1S/C4H5NO3/c1-2-3(6)8-4(7)5-2/h2H,1H3,(H,5,7)/t2-/m0/s1
InChIKey
DTETYCNJKAUROO-REOHCLBHSA-N
SMILES
O1C(=O)[C@H](C)NC1=O
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
HS Code  2934999090
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung P264, P280, P305+P351+P338,P337+P313P
H332 Gesundheitsschädlich bei Einatmen. Akute Toxizität inhalativ Kategorie 4 Warnung P261, P271, P304+P340, P312
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
Sicherheit
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

(S)-4-Methyloxazolidin-2,5-dion Chemische Eigenschaften,Einsatz,Produktion Methoden

Verwenden

(S)-4-Methyl-2,5-oxazolidonedione is composed of oxazolidine ring and 2,5-dione ring. It exhibits chirality, meaning it exists as two non-superimposable mirror image forms. Therefore, it can be used as an organic reagent for the synthesis of enantiomeric pure substances. (S)-4-Methyl-2,5-oxazolidonedione is a reagent used in the synthesis of poly(γ-benzyl-L-glutamate) and its block polypeptides with alanine, leucine and phenylalanine.

Vorbereitung Methode

L-alanine (20.0 g, 0.224 mol) and triphosgene (53.4 g, 0.180 mol) were suspended in 400.0 mL of dry THF bubbled with nitrogen flux in a flame-dried three-neck flask. The mixture was stirred at 60 °C for 2 h before further bubbling with nitrogen flux for 30 min. After that, the solution was precipitated in 1000.0 mL of n-hexane and stored at -20 °C. The supernatant was removed, and the residues were collected and dissolved in 200.0 mL of ethyl acetate, before two washings with 100.0mL of ice-cold water and one washing with 100.0 mL of 0.5% NaHCO3 ice-cold aqueous solution. The organic phase was then dried over anhydrous MgSO4 and evaporated to obtain 15.5 g of L-Ala NCA ((S)-4-Methyl-2,5-oxazolidonedione). The yield of L-Ala NCA was 77.5%.
(S)-4-Methyl-2,5-oxazolidonedione

Synthesis Reference(s)

The Journal of Organic Chemistry, 50, p. 2200, 1985 DOI: 10.1021/jo00212a042

(S)-4-Methyloxazolidin-2,5-dion Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(S)-4-Methyloxazolidin-2,5-dion Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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8485655694
sales@alchempharmtech.com United States 63711 58

2224-52-4((S)-4-Methyloxazolidin-2,5-dion)Verwandte Suche:


  • (S)-4-METHYL-2,5-OXAZOLIDINEDIONE
  • (S)-4-Methyl-2,5-oxazolidonedione
  • H-ALA-NCA
  • Alanine, NCA
  • N-Carboxy-L-alanine anhydride
  • 4-methyl-1,3-oxazolidine-2,5-dione
  • 4-methyloxazolidine-2,5-quinone
  • N-Carboxyalanine Anhydride
  • (4S)-4-Methyl-1,3-oxazolidine-2,5-dione
  • 2,5-Oxazolidinedione,4-Methyl-, (4S)-
  • (4S)-4-Methyloxazolidine-2,5-dione
  • L-Alanine NC
  • L-ALA-NCA(2224-52-4)
  • (S)-4-METHYL-OXAZOLIDINE-2,5-DIONE
  • L-Alanine N-Carbxy anhydride
  • ALA-NCA
  • L-Ala-NCA
  • L-Ala-N-Carboxyanhydride
  • Alanine N-carboxyanhydride
  • Creatinine Impurity 3
  • Sodium Phenylbutyrate Impurity 4
  • L-alanine-n-carboxylic intracyclic anhydride
  • 2224-52-4
  • AMINOACIDS DERIVATIVES
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