Yeast-based process for production of l-pac
View Patent ↗The invention provides a method of synthesis of a substituted or unsubstituted carbinol compound, comprising the steps of subjecting the corresponding substituted or unsubstituted aromatic aldehyde to acyloin condensation mediated by yeast in the presence of either (a) a supereritical fluid or (b) a liquefied gas, and recovering the carbinol compound. Preferably the yeast is Saccharomyces cerevisiae . In a particularly preferred embodiment the aromatic aldehyde is benzaldehyde and the carbinol is phenylacetylcarbinol, according to the reaction (I): in which the benzaldehyde, the pyruvic acid, or both may optionally be substituted.
1. A method of synthesis of a carbinol compound, comprising subjecting benzaldehyde to acyloin condensation using Saccharomyces yeast in the presence of supercritical carbon dioxide at a reaction temperature of 33° C. to 42° C. and a reaction pressure of 1500 psi to 2500 psi, and recovering the carbinol compound.
2. The method of claim 1 , wherein the ratio of yeast to benzaldehyde is 4.2 g/mmol.
3. The method of claim 2 , wherein the benzaldehyde is converted to the carbinol in the presence of 0.6 to 1.2 ml of a buffer/g of yeast.
4. The method of claim 1 , wherein the reaction temperature is maintained for 3 to 4 hours, then decreased to room temperature.
5. The method of claim 1 , wherein the benzaldehyde is converted to the carbinol compound at a conversion rate of 41% or greater.
6. The method of claim 1 , wherein the yeast comprises Saccharomyces cerevisiae.
7. A method of synthesis of a carbinol compound, comprising subjecting benzaldehyde to acyloin condensation using Saccharomyces cerevisiae yeast in the presence of supercritical carbon dioxide, sodium pyruvate, and a citrate buffer at a reaction temperature of 35° C. and a reaction pressure of 2500 psi, and recovering the carbinol compound.