Method for preparing trans-4-amino-1-cyclohexane carboxylic acid and derivatives thereof

A reaction and compound technology, applied in the field of preparation of trans-4-amino-1-cyclohexanecarboxylic acid derivatives, can solve problems such as spontaneous combustion behavior, reduced attractiveness of industrial production, and difficulty in isolating products
CN108602758BActive Publication Date: 2021-01-26SIEGFRIED AG
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
SIEGFRIED AG
Publication Date
2021-01-26

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Abstract

The present invention relates to a method for the one-pot preparation of trans-4-amino-1-cyclohexanecarboxylic acid derivatives with a trans ratio greater than 75%, by using a suitable catalyst and a suitable The solvent or solvent mixture reacts the 4-aminobenzoic acid derivative. The method uses low hydrogen pressure and is therefore suitable for industrial applications.
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Description

[0001] The present invention relates to a process for the preparation of trans-4-amino-1-cyclohexanecarboxylic acid derivatives (also known as "trans products", "trans isomers" or "trans derivatives") and Its use in the preparation of active pharmaceutical ingredients. Background technique

[0002] Trans-4-amino-1-cyclohexanecarboxylic acid derivatives are useful intermediates in the synthesis of optically active compounds. For example, EP2384326 reports the use of trans-4-(tert-butoxycarbonyl)amino-1-cyclohexanecarboxylic acid in the synthesis of Janus kinase inhibitors. It is also used in the synthesis of other useful active pharmaceutical ingredients, see WO9825897. The words "trans" or "cis" in the present invention relate to the relative configuration of the nitrogen and carboxylic acid moieties on the cyclohexane ring.

[0003] In addition, trans-4-amino-1-cyclohexanecarboxylic acid derivatives have been shown to be good substituents for daunorubicin and doxorubicin. ...

Claims

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