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

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

CAS-Nummer
90719-32-7
Synonyme

Größe Preis ($) Menge Verfügbarkeit
1g 24,64
5g 76,44
25g 294,58
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

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

MDL
MFCD00064496

Chemische Eigenschaften

Formel
C10H11NO2
Molmasse
177.20
Schmelzpunkt
87-89°
Sensitivität
Hygroscopic
Löslichkeit
Insoluble in water.

Anwendungen

(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.

Bemerkungen

Hygroscopic. Incompatible with oxidizing agents.

Literaturverweise

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.

Weitere Referenzen

Beilstein
3649667
Harmonized Tariff Code
2934.99
TSCA
No

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Kürzlich angesehen

Chemikalien

Life science

Metalle und Stoffe

Katalysatoren

Forschungs- und Laborbedarf