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US 9,845,288 B2Granted
T-Butylketone binaphthol derivative and method of preparing the same
AssigneesEwha University-Industry Collaboration Foundation, Aminologics Co., Ltd.
InventorsKwan Mook Kim, Haofei Huang
Life of this patent
Estimating the term…
Abstract
The present disclosure relates to a t-butylketone binaphthol derivative and a method of preparing the same, the t-butylketone binaphthol derivative being a high-efficiency chiral extracting agent which has a very high chiral selectivity enabling to extract an amino acid from an aqueous solution phase to an organic layer and to facilitate its hydrolysis, and enabling a continuous reuse of the organic layer.
Claims9
A t-butylketone binaphthol compound of the following Chemical Formula 1:
- wherein in the above Chemical Formula 1,
- X is independently selected from the group consisting of hydrogen;
- a halogen;
- amino;
- nitro;
- cyano;
- formyl;
- carboxyl;
- a C1-10 alkyl substituted or unsubstituted with one or more substituents selected from the group consisting of a halogen, hydroxyl, amino, cyano, nitro, and a C6-10 aryl;
- a C1-10 alkylcarbonyl;
- a C6-10 aryl;
- and a C1-10 alkoxy;
- Y is independently selected from the group consisting of hydrogen;
- a halogen;
- amino;
- nitro;
- cyano;
- formyl;
- carboxyl;
- a C1-10 alkyl substituted or unsubstituted with one or more substituents selected from the group consisting of a halogen, hydroxyl, amino, cyano, nitro, and a C6-10 aryl;
- a C1-10 alkylcarbonyl;
- a C6-10 aryl;
- and a C1-10 alkoxy;
- each of n and m independently is an integer from 0 to 5;
- and
- each of R1 and R2 independently is a C1-5 straight or branched alkyl substituted or unsubstituted with a halogen or OH;
- a C3-10 cycloalkyl substituted or unsubstituted with a halogen or OH;
- a C2-5 straight or branched alkenyl substituted or unsubstituted with a halogen or OH;
- a C2-5 straight or branched alkynyl substituted or unsubstituted with a halogen or OH;
- or an aryl substituted or unsubstituted with a halogen or OH.
27 more elements
An optical resolution method of a racemic amino acid, comprising:
- exposing said racemic amino acid to an extracting agent including a t-butylketone binaphthol compound of the following Chemical Formula 1:
- wherein in the above Chemical Formula 1,
- X is independently selected from the group consisting of hydrogen;
- a halogen;
- amino;
- nitro;
- cyano;
- formyl;
- carboxyl;
- a C1-10 alkyl substituted or unsubstituted with one or more substituents selected from the group consisting of a halogen, hydroxyl, amino, cyano, nitro, and a C6-10 aryl;
- a C1-10 alkylcarbonyl;
- a C6-10 aryl;
- and a C1-10 alkoxy;
- Y is independently selected from the group consisting of hydrogen;
- a halogen;
- amino;
- nitro;
- cyano;
- formyl;
- carboxyl;
- a C1-10 alkyl substituted or unsubstituted with one or more substituents selected from the group consisting of a halogen, hydroxyl, amino, cyano, nitro, and a C6-10 aryl;
- a C1-10 alkylcarbonyl;
- a C6-10 aryl;
- and a C1-10 alkoxy;
- each of n and m independently is an integer from 0 to 5;
- and
- each of R1 and R2 independently is a C1-5 straight or branched alkyl substituted or unsubstituted with a halogen or OH;
- a C3-10cycloalkyl substituted or unsubstituted with a halogen or OH;
- a C2-5 straight or branched alkenyl substituted or unsubstituted with a halogen or OH;
- a C2-5 straight or branched alkynyl substituted or unsubstituted with a halogen or OH;
- or an aryl substituted or unsubstituted with a halogen or OH.
28 more elements
Dependencies are inferred from the claim text.