(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE

(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Struktur
77943-39-6
CAS-Nr.
77943-39-6
Englisch Name:
(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
Synonyma:
(4R,5S)-4-Methyl-5-phenyloxazolidin-2-one;(4S,5S)-4-Methyl-5-phenyloxazolidin-2-one;TB-2039;4-methyl-5-phenyl-2-oxazolidinone;5β-Phenyl-4β-methyloxazolidine-2-one;4α-Methyl-5α-phenyloxazolidine-2-one;4-Methyl-5-phenyl-1,3-oxazolidin-2-one;(4R-5S)-4-Methyl-5-Phenyl-2-Oxazocidin;(4R,5S)-4-Methyl-5-phenyl-2-oxazolidone;(4R,5S)-4-Methyl-4-phenyl-2-oxazolidone
CBNumber:
CB5321737
Summenformel:
C10H11NO2
Molgewicht:
177.2
MOL-Datei:
77943-39-6.mol

(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Eigenschaften

Schmelzpunkt:
121-123 °C(lit.)
Siedepunkt:
309.12°C (rough estimate)
Dichte
1.1607 (rough estimate)
Brechungsindex
1.5168 (estimate)
storage temp. 
Sealed in dry,Room Temperature
Löslichkeit
Chloroform (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand
Liquid
pka
12.35±0.60(Predicted)
Farbe
Clear colorless to yellow-brown, may darken in storage
Optische Aktivität
[α]18/D +168°, c = 2 in chloroform
BRN 
1211705
InChI
InChI=1S/C10H11NO2/c1-7-9(13-10(12)11-7)8-5-3-2-4-6-8/h2-7,9H,1H3,(H,11,12)/t7-,9-/m1/s1
InChIKey
PPIBJOQGAJBQDF-VXNVDRBHSA-N
SMILES
O1[C@@H](C2=CC=CC=C2)[C@@H](C)NC1=O
CAS Datenbank
77943-39-6(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher N
S-Sätze: 22-24/25
WGK Germany  3
HS Code  29349990
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
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.

Chemische Eigenschaften

white to light yellow crystal powde

Verwenden

(4R,5S)-4-Methyl-5-phenyloxazolidinone is used as effective chiral auxiliary for conjugate addition asymmetric synthesis of (-)-aplysillamide B.

synthetische

To a solution of (1S,2R)-norephedrine (40 g, 0.26 mol) in toluene (400 mL) was added diethyl carbonate (37 mL, 0.32 mol). The mixture was heated to reflux (under Ar) while 40 mL of solvent was removed through the use of a Dean–Stark apparatus. The mixture was allowed to cool for 20 min, and then sodium methoxide (1 g) was added. Upon reheating, an EtOH/toluene azeotropic mixture was removed at 75–77 °C. After 3 h, the reaction was complete and the temperature of the mixture had increased to 125 °C. The mixture was left to stand at room temperature for 16 h, whereupon (4R,5S)-4-methyl-5-phenyloxazolidin-2-one (40.6 g) crystallized and could be collected. The solvent was removed from the filtrate in vacuo and the residue was redissolved in EtOAc (250 mL). This solution was washed with brine (50 mL) and a precipitate was removed by filtration. The solvent was then removed in vacuo and toluene (50 mL) was added to the residue. Removal of the toluene by distillation yielded oily crystals of the oxazolidinone, which were washed with Et2O to afford 4.5 g (total 45 g, 97%).

(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 135)Lieferanten
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Henan Bao Enluo International TradeCo.,LTD
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77943-39-6()Verwandte Suche:


  • (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone 99%
  • 4-Methyl-5-phenyl-1,3-oxazolidin-2-one
  • (4R,5S)-(-)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
  • (4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
  • (4R,5S)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
  • (4R,5S)-4-Methyl-5-phenyl-2-oxazolidone
  • (4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLID -INONE, 99% (99% EE/GLC)
  • (4R,5S)-4-METHYL-5-PHENYL-2-OXAZOLIDI DI NONE
  • 2-Oxazolidinone, 4-methyl-5-phenyl-, (4R,5S)-
  • 4-methyl-5-phenyl-2-oxazolidinone
  • (4S)-4β-Methyl-5α-phenyloxazolidine-2-one
  • 5β-Phenyl-4β-methyloxazolidine-2-one
  • (4R)-4α-Methyl-5α-phenyloxazolidin-2-one
  • 4α-Methyl-5α-phenyloxazolidine-2-one
  • (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone,99%
  • (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidine
  • (4R,5S)-(+)-4-Methyl-5-phenyl-2-oxazolidinone ,98%
  • (4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE USP/EP/BP
  • (4R,5S)-4-Methyl-5-phenyl-1,3-oxazolidin-2-one
  • (4S,5S)-4-Methyl-5-phenyloxazolidin-2-one
  • (4R,5S)-4-Methyl-5-phenyloxazolidin-2-one
  • TB-2039
  • (4R-5S)-4-Methyl-5-Phenyl-2-Oxazocidin
  • (4R,5S)-4-Methyl-4-phenyl-2-oxazolidone
  • 77943-39-6
  • Chiral Auxiliaries
  • Asymmetric Synthesis
  • Oxazolidinone Derivatives
  • chiral
  • Peptide
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