Amino alcohol-boron-binol complex and method for preparing optically active amino alcohol derivative by using same

A method for preparing an optically active amino alcohol derivative from a racemic amino alcohol, the method comprising:

• a first step for adding a racemic compound represented by any of the following Chemical Formula 1 with a boron compound, a (R)- or (S)-binol, and a solvent to form an amino alcohol-boron-binol complex represented by any one of the following Chemical Formula 3 as a precipitate;
• and
• a second step for hydrolyzing the precipitate of the first step to obtain an optically active amino alcohol derivative:
• wherein, in the Chemical Formulae 1 and 3,
• X is CH, C—CH3 or N;
• R1 is a hydrogen or a C1-C10 alkyl substituent;
• R2 is a substituent selected from the group consisting of a substituted or unsubstituted C1-C10 alkyl, a substituted or unsubstituted C2-C10 alkenyl, a substituted or unsubstituted C2-C10 alkynyl, a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted pyrrolyl, a substituted or unsubstituted furanyl, a substituted or unsubstituted pyridinyl, a substituted or unsubstituted pyrimidinyl, and a substituted or unsubstituted pyranyl,
• wherein the substituted alkyl, alkenyl, alkynyl, phenyl, naphthyl, pyrrolyl, furanyl, pyridinyl, pyrimidinyl, or pyranyl has at least one substituent selected from the group consisting of hydrogen, halogen, hydroxy, amino, cyano, nitro, —S—(C1-C10 alkyl), C1-C10 haloalkyl, C1-C10 alkyl, benzyloxy, and C1-C10 alkoxy;
• R3 is a substituent selected from the group consisting of a substituted or unsubstituted phenyl, a substituted or unsubstituted thiophenyl, a substituted or unsubstituted pyrrolyl, a substituted or unsubstituted furanyl, a substituted or unsubstituted pyridinyl, a substituted or unsubstituted pyrimidinyl, and a substituted or unsubstituted pyranyl,
• wherein the substituted phenyl, thiophenyl, pyrrolyl, furanyl, pyridinyl, pyrimidinyl, or pyranyl has at least one substituent selected from the group consisting of hydrogen, halogen, hydroxy, amino, cyano, nitro, —S—(C1-C10 alkyl), C1-C10 haloalkyl, C1-C10 alkyl, and C1-C10 alkoxy;
• R4 and R5 are each independently a substituent selected from the group consisting of a substituted or unsubstituted C1-C10 alkyl, a substituted or unsubstituted pyrrolyl, a substituted or unsubstituted furanyl, a substituted or unsubstituted pyridinyl, a substituted or unsubstituted pyrimidinyl, and a substituted or unsubstituted pyranyl,
• wherein the substituted alkyl, pyrrolyl, furanyl, pyridinyl, pyrimidinyl, or pyranyl has at least one substituent selected from the group consisting of hydrogen, halogen, hydroxy, amino, cyano, nitro, —S—(C1-C10 alkyl), C1-C10 haloalkyl, C1-C10 alkyl, and C1-C10 alkoxy;
• or
• R4 and R5 form together a substituted or unsubstituted C4-C12 heterocycloalkyl,
• wherein the substituted heterocycloalkyl has at least one substituent selected from the group consisting of hydrogen, halogen, hydroxy, amino, cyano, nitro, —S—(C1-C10 alkyl), C1-C10 haloalkyl, C1-C10 alkyl, and C1-C10 alkoxy;
• and
• R6 is a substituent selected from the group consisting of hydrogen, and a substituted or unsubstituted C1-C10 alkyl,
• wherein the substituted alkyl or aryl has at least one substituent selected from hydrogen, halogen, hydroxy, amino, cyano, nitro, —S—(C1-C10 alkyl), C1-C10 haloalkyl, C1-C10 alkyl, and C1-C10 alkoxy.