Process for producing optically active 2-alkyl-1,1,3-trialkoxycarbonylpropane
US-2015218602-A1 · Aug 6, 2015 · US
US9970043B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9970043-B2 |
| Application number | US-201615365760-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 30, 2016 |
| Priority date | May 14, 2007 |
| Publication date | May 15, 2018 |
| Grant date | May 15, 2018 |
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A process for producing an optically active 2-alkyl-1,1,3-trialkoxycarbonylpropane (2), comprising a step of asymmetric hydrolysis of 2-alkyl-1,1,3-trialokoxycarbonylpropane (1) by using an enzyme capable of selectively hydrolyzing an ester moiety of either one enantiomer of 2-alkyl-1,1,3-trialkoxycarbonylpropane (1), or by using a culture of a microorganism capable of producing the enzyme or a treated object thereof.
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The invention claimed is: 1. A process for producing an optically active 2-alkyl-1,1,3-trialkoxycarbonylpropane of Formula (2): wherein: R 1 , R 2 and R 3 , which may be the same or different, are a C1-C4 alkyl group; and * represents an asymmetrical center; comprising hydrolyzing a 2-alkyl-1,1,3-trialokoxycarbonylpropane of Formula (1): wherein R 1 , R 2 and R 3 are as defined above, by contacting the 2-alkyl-1,1,3-trialkoxycarbonylpropane represented by Formula (1) with a culture of a microorganism, wherein the microorganism comprises an enzyme capable of selectively hydrolyzing an ester moiety of either one enantiomer, wherein the enzyme comprises the amino acid sequence of SEQ ID NO: 1 or SEQ ID NO: 3, to provide the optically active 2-alkyl-1,1,3-trialkoxycarbonylpropane of Formula (2). 2. The process according to claim 1 , wherein R 1 is methyl. 3. The process according to claim 1 , wherein R 2 is methyl. 4. The process according to claim 1 , wherein R 3 is methyl. 5. The process according to claim 1 , wherein both R 1 and R 2 are methyl. 6. The process according to claim 1 , wherein both R 2 and R 3 are methyl. 7. The process according to claim 1 , wherein R 1 , R 2 and R 3 are methyl. 8. The process according to claim 1 , wherein the enzyme comprises the amino acid sequence of SEQ ID NO: 1. 9. The process according to claim 1 , wherein the enzyme comprises the amino acid sequence of SEQ ID NO: 3.
Carboxylic ester hydrolases {(3.1.1)} · CPC title
using catalysts, e.g. selective catalysts · CPC title
by esterification of carboxylic acid groups in the enantiomers or the inverse reaction · CPC title
Carboxylic acid esters · CPC title
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