Method for preparing chiral 4-aryl-ß-amino acid derivative
AssigneesZhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory, Zhejiang Changhai Pharmaceutical Co., Ltd.
InventorsLi SHENG, Xufeng WU, Dadong SHEN, Gang FAN, Pengcheng LIU, Dengfeng DONG
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Abstract
The present invention provides a method for preparing a chiral 4-aryl-β-amino acid derivative. The preparation method comprises hydrogenating an enamine compound having a structure as shown in Formula III in an organic solvent in the presence of a catalyst containing a transition metal and BIBOPs. The preparation method of the present invention uses a small amount of a selected asymmetric catalyst, and has a simple operation, mild reaction conditions, a high yield, a high stereoselectivity, and better industrial application and economic values.
Claims10
A method for preparing a chiral 4-aryl-β-amino acid derivative, the chiral 4-aryl-β-amino acid derivative is a β-amino acid derivative having a structure as shown in Formula I,
- wherein R-configuration or S-configuration is marked with * in the stereocenter;
- the preparation method comprises hydrogenating an enamine compound having a structure as shown in Formula III in an organic solvent in the presence of a catalyst containing a transition metal and BIBOPs;
- wherein Ar is a phenyl, substituted with 1-5 substituents or a mixture of 1-5 substituents independently selected from halogen, trifluoromethyl, alkoxy;
- PG is hydrogen, aldehyde group, acetyl, benzyl, Boc, Cbz, PMB, Fmoc, COOR1, CONR2;
- Z is OR1, SR and NR3R4;
- wherein
- R1═H, C1-6 alkyl;
- R2═H, C1-6 alkyl or three-membered to six-membered heterocycle containing nitrogen, oxygen and sulfur,
- R3 and R4 are each independently H, C1-6 alkyl, C4-10 cycloalkyl, aryl, or R3 and R4 bonded to a nitrogen atom to be formed a C4-7 membered heterocycle having additional heteroatom optionally independently selected from O, S, N—C1-5 alkyl.
Dependencies are inferred from the claim text.