Efficient synthesis of amines and amides from alcohols and aldehydes by using cascade catalysis
AssigneeXP Chemistries AB
InventorsArmando Córdova, Per Berglund, Mattias Anderson, Samson Afewerki
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Abstract
The present invention relates generally to an eco-friendly methodology for the conversion of alcohols and aldehydes to amines and amides using an integrated enzyme cascade system with metal- and organocatalysis. More specifically, the present invention relates to synthesis of capsaicinoids starting from vanillin alcohol and using a combination of an enzyme cascade system and catalysts. Furthermore, the method also relates to synthesis of capsaicinoids derivatives starting from vanillin alcohol derivatives and using a combination of an enzyme cascade system and catalysts.
Claims35
A method for one pot conversion of an alcohol to an amide comprising:
- a. Converting said alcohol to an aldehyde or a ketone, wherein said alcohol is selected from the group consisting of:
- (i) vanillyl alcohol, (ii) benzyl alcohols, (iii) cinnamyl alcohols, and (iv) hydroxyl-, methoxy-, and ethoxybenzyl alcohols,
- b. Converting said aldehyde or ketone to an amine, wherein the conversion of said aldehyde or ketone to amine is catalyzed by an enzyme cascade system, and
- c. Converting said amine to said amide,
- wherein said enzyme cascade system comprises Amine Transaminase (ATA) isolated from Chromobacterium violaceum and an amine donor catalyst;
- and
- wherein said method is performed in one pot,
- wherein said alcohol is converted into said aldehyde or said ketone using a Pd(0) nanoparticle, and
- wherein said Pd(0) nanoparticle is selected from the group consisting of Pd(0)-AmP-MFC and Pd(0)-CPG.
A method for one pot conversion of an alcohol to an amine comprising:
- a. Converting said alcohol to an aldehyde or a ketone, wherein said alcohol is selected from the group consisting of:
- (i) vanillyl alcohol, (ii) benzyl alcohols, (iii) cinnamyl alcohols, and (iv) hydroxyl-, methoxy-, and ethoxybenzyl alcohols, and
- b. Converting said aldehyde or ketone to an amine, wherein the conversion of said aldehyde or ketone to amine is catalyzed by an enzyme cascade system,
- wherein said enzyme cascade system comprises Amine Transaminase (ATA) isolated from Chromobacterium violaceum and an amine donor catalyst, and
- wherein said method is performed in one pot,
- wherein said alcohol is converted into said aldehyde or said ketone using a Pd(0) nanoparticle, and
- wherein said Pd(0) nanoparticle is selected from the group consisting of Pd(0)-AmP-MFC and Pd(0)-CPG.
Dependencies are inferred from the claim text.