Chemical Properties
Colorless to light yellow liqui
Uses
(S)-Oxiranylmethyl Butyrate is the enantiomer of (2R)-2-Oxiranylmethyl Ester Butanoic Acid (O847090), which is a reagent used in the synthesis of glycidol, a stabilizer in manufacturing of vinyl polymers; intermediate in the synthesis of glycerol, glycidyl ethers, and amines; additive for oil and synthetic hydraulic fluids; epoxy resin diluent.
Synthesis
The enzymatic hydrolytic resolution of (±)-glycidyl butyrate using a lipase from Candida antarctica (fraction B) (CAL-B) has been performed. An appropriate reaction conditions permitted to obtain a quite pure (S)-(+)-Glycidyl butyrate using as biocatalyst the CAL-B immobilized on a support covered with polyethylenimine at 25 °C, pH 7 and 10% of dioxane (ee > 90% at 64% of conversion)
[1].
References
[1] Palomo, J. M., Segura, R. L., Fuentes, M., Ortiz, C. C., Guisán, J. M., & Fernández-Lafuente, R. (2006). Unusual enzymatic resolution of (±)-glycidyl-butyrate for the production of (S)-glycidyl derivatives. Enzyme and Microbial Technology, 38 3, Pages 429-435.
https://doi.org/10.1016/j.enzmictec.2005.06.020