Autorizzo l’utilizzo di cookies.

Accetto Utilizziamo cookies per migliorare il nostro servizio e realizzare statistiche. Questa funzione puó essere disattivata cambiando la configurazione del browser. Continuando a navigare senza modificare questi parametri, consideriamo che l’uso di cookies sia accettato

90719-32-7 - (S)-(-)-4-Benzyl-2-oxazolidinone, 99% - A18236 - Alfa Aesar

A18236 (S)-(-)-4-Benzyl-2-oxazolidinone, 99%

Codice CAS
90719-32-7
Sinonimi

Dimensioni Prezzo ($) Quantità Disponibilità
1g 29,50
5g 96,60
25g 292,00
Aggiungi al carrello Aggiungi al preventivo generale Visualizza articolo

(S)-(-)-4-Benzyl-2-oxazolidinone, 99%

MDL
MFCD00064496

Proprietà chimiche

Formula
C10H11NO2
Peso formula
177.20
Punto di fusione
87-89°
Sensibilità
Hygroscopic
Solubilità
Insoluble in water.

Applicazioni

(S)-(-)-4-Benzyl-2-oxazolidinone is used in chiral auxiliary asymmetric alkylation. It has been used in the synthesis of (S)-equol. Preparation and functionalization of chiral, stabilized ylides. It was used for asymmetric synthesis of (3R)- and (3S)-piperazic acid.

Note

Hygroscopic. Incompatible with oxidizing agents.

Letteratura

David J.Madar; Hana Kopecka; Daisy Pireh; Jonathan Pease; Marina Pliushchev; Richard J.Sciotti; Paul E.Wiedeman; Stevan W.Djuric. Synthesis of N-arylated oxazolidinones via a palladium catalyzed cross coupling reaction. Application to the synthesis of the antibacterial agent Dup-721. Tetrahedron Letters. 2001, 42,(22), 3681-3684.

 

Ralf-Siegbert Hauck; Heinz Nau. The enantiomers of the valproic acid analogue 2-n-propyl-4-pentynoic acid (4-yn-VPA): Asymmetric synthesis and highly stereoselective teratogenicity in mice. Pharmaceutical Research. 1992, 9,(7), 850-855.

Evans chiral auxiliary; compare (4S)-(-)-Isopropyl-2-oxazolidinone, A14029.

For details of use in enantioselective aldol condensation, see: Org. Synth. Coll., 8, 339 (1993):

A simplified method of acylation of the oxazolidinone, avoiding the need for rigorously anhydrous conditions, has been reported using acyl chlorides, anhydrides or pivaloyl mixed anhydrides as the acylating agents catalyzed by DMAP: Synthesis, 1283 (1996).

See also (4S)-(-)-Isopropyl-2-oxazolidinone, A14029.

Altri riferimenti

Beilstein
3649667
Codice tariffe armonizzato
2934.99
TSCA
No

Raccomandato

  • A10162

    tert-Butylacetyl chloride, 98+%
  • A11822

    Allyl iodide, 97+%, stab. with copper
  • A15000

    Ammonium chloride, 98+%
  • A16770

    (R)-(+)-4-Benzyl-2-oxazolidinone, 99%
  • L08779

    Sodium bis(trimethylsilyl)amide, 1M soln. in THF

Visualizzati di recente

Prodotti chimici

Scienze della vita

Metalli e materiali

Catalizzatori

Apparecchiature di analisi e di laboratorio