Analyzing the synthesis route of Diethyl 3-hydroxyglutarate

With the rapid development of chemical substances, we look forward to future research findings about 32328-03-3.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 32328-03-3, name is Diethyl 3-hydroxyglutarate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C9H16O5

Diethyl 3-hydroxy glutarate (6, 25g, 122.4 mmol) in TetaF (100 mL) was added dropwise to a IM solution OfLiAlH4 in THF (400 mL) at 0 0C under argon atmosphere with vigorous stirring. After addition, reaction mixture was allowed to reach r. t. (~4 h) and stirred for overnight. The reaction mixture was cooled to -78 0C (acetone/dry ice bath) and quenched by dropwise addition of saturated NH4Cl solution (50 rnL) giving white precipitate. The reaction mixture was diluted with another 500 mL of THF and white precipitate was filtered through Celite. The precipitate was treated with boiling THF (250 mL) and filtered. The combined organic solution was dried over anhydrous MgSO4 and solvent removed by rotoevaporation. The residue was purified on a silica gel flash column chromatography using DCM/EtOAc/methanol (6:3:1) affording triol 7 (11.4 g, 95.5 mmol, 78%) as a colorless oil. %). 1H-NMR (DMSO-d6, 400 MHz): deltal.39-1.54 (m, 4H, -CH2CH(OH)CH2-), 3.47 (t, J= 6.6, 4eta, 1 & 5 -CH2-), 3.61-3.68 (m, 1eta, -CH(HO)-) and 4.23 (bs, 3H, 1,3 & 5-OH).

With the rapid development of chemical substances, we look forward to future research findings about 32328-03-3.

Reference:
Patent; IDERA PHARMACEUTICALS, INC.; WO2008/73959; (2008); A2;,
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