PREPARATION METHOD FOR (1R,3S)-3-AMINO-1-CYCLOPENTANOL AND SALTS THEREOF

A preparation method for (1R,3S)-3-amino-1-cyclopentanol and salts thereof, relating to the field of organic synthesis, wherein the (1R,3S)-3-amino-1-cyclopentanol undergoes an asymmetric cycloaddition reaction with cyclopentadiene by using a chiral source in an N-acylhydroxylamine compound as a chi...

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Hauptverfasser: ZHENG, Hongjie, ZHU, Jianping, LIN, Wenqing, ZHANG, Yong, WANG, Jianchong
Format: Patent
Sprache:eng ; fre ; ger
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Zusammenfassung:A preparation method for (1R,3S)-3-amino-1-cyclopentanol and salts thereof, relating to the field of organic synthesis, wherein the (1R,3S)-3-amino-1-cyclopentanol undergoes an asymmetric cycloaddition reaction with cyclopentadiene by using a chiral source in an N-acylhydroxylamine compound as a chiral inducer, to build two chiral centers of a target product. The N-acylhydroxylamine compound can be obtained by means of a one-step ammonolysis reaction between a chiral hydroxy acid ester and hydroxylamine. The raw materials of this route are widely available, cheap and easy to get, and therefore, the costs of the raw materials can be effectively reduced. The preparation method features a reasonable route, simple operation and mild reaction conditions, and thus has high atom economy and low production costs. Moreover, said method has good stereoselectivity, and the product prepared thereby has high optical purity and stable quality, and thus is suitable for large-scale industrial production.