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(S)-(-)-4-Benzyl-2-oxazolidinone, 99%, Thermo Scientific Chemicals
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Catalog number A18236.14
also known as A18236-14
Price (USD)/ Each
327.65
Online exclusive
364.00 Save 36.35 (10%)
-
Quantity:
25 g
Price (USD)/ Each
327.65
Online exclusive
364.00 Save 36.35 (10%)
(S)-(-)-4-Benzyl-2-oxazolidinone, 99%, Thermo Scientific Chemicals
Catalog numberA18236.14
Price (USD)/ Each
327.65
Online exclusive
364.00 Save 36.35 (10%)
-
Chemical Identifiers
CAS90719-32-7
Specifications
Specification Sheet
Specification SheetAssay (GC)≥98.5%
Melting Point (clear melt)85.0-92.0?C
FormCrystals or powder or crystalline powder
Optical Rotation-64.8 ± 0.1? (C=1 in Chloroform)
Appearance (Color)White
(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.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
(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.
Solubility
Insoluble in water.
Notes
Hygroscopic. Incompatible with oxidizing agents.
(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.
Solubility
Insoluble in water.
Notes
Hygroscopic. Incompatible with oxidizing agents.
RUO – Research Use Only
General References:
- 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.