ChemicalBook CAS DataBase List (S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone

(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone synthesis

9synthesis methods

Product Name:(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone
CAS Number:77877-19-1
Molecular formula:C9H15NO3
Molecular Weight:185.22

17016-83-0
300 suppliers
$10.00/1g

123-62-6
332 suppliers
$16.00/25g

(S)-(+)-4-Isopropyl-3-propionyl-2-oxazolidinone

77877-19-1
120 suppliers
$20.00/250mg

Yield: 99%

Reaction Conditions:

Stage #1:(4S)-4-isopropyl-1,3-oxazolidin-2-one with triethylamine;lithium chloride in tetrahydrofuran at 0; for 0.5 h;
Stage #2:propionic acid anhydride in tetrahydrofuran at 0 - 20; for 1.5 - 2 h;

Steps:

2
Example 2: Preparation of (S)-4-isopropyl-3-propionyloxazolidin-2-one (3) The compound (2) prepared in Example 1 (10Og) was dissolved in tetrahydrofuran (300mNo.), and cooled to 0^°C . Lithium chloride (36g) was added, triethylamine (10Ig) was then slowly added, and the resulting mixture was stirred for 30 min. Propionic acid anhydride (106g) was slowly added over a 30 min. time period. The reaction mixture was slowly warmed to room temperature, and stirred for 1-1.5 h. The reaction solution was cooled, IN aqueous sodium chloride solution (300mNo.) was added, and the mixture was stirred for 30 min. Ethyl acetate (300mf) was added, the phases were separated, and extracted once again by ethyl acetate (300m￡). After washing with 1.5 N hydrochloric acid (300m￡), the organic phase was washed once again with aqueous sodium chloride solution (300mNo.), dried, filtered and distilled to produce the title compound (142g, Yield%). 1H NMR (300MHz, CDCl₃) δ 4.4 (m, IH), 4.3-4.2 (m, 2H), 2.97 (m, 2H), 2.3 (m,IH), 1.2 (t, 3H), 0.93 (dd, 6H)

References:

DAEWOONG PHARMACEUTICAL CO., LTD.;DAEWOONG CHEMICAL CO., LTD. WO2008/127070, 2008, A1 Location in patent:Page/Page column 13-14

79-03-8 Synthesis