(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE
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- 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
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(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
- L?slichkeit
- Chloroform (Slightly), Ethyl Acetate (Slightly)
- Aggregatzustand
- Liquid
- pka
- 12.35±0.60(Predicted)
- Farbe
- Clear colorless to yellow-brown, may darken in storage
- Optische Aktivit?t
- [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 Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Kennzeichnung gef?hrlicher |
N |
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| S-S?tze: |
22-24/25 |
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| WGK Germany |
3 |
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| HS Code |
29349990 |
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| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| 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 M?glichkeit entfernen. Weiter spülen. |
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(4R,5S)-(+)-4-METHYL-5-PHENYL-2-OXAZOLIDINONE Chemische Eigenschaften,Einsatz,Produktion Methoden
S-S?tze 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 H?ndler.
Global( 140)Lieferanten
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
