1626482-00-5

Usage

Uses

Used in Pharmaceutical Industry:
(1R,2S,3S,4R)-ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride is used as a building block for the synthesis of various pharmaceutical compounds due to its unique bicyclic structure and chirality. Its potential pharmaceutical or therapeutic properties make it a valuable component in the development of new drugs.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, (1R,2S,3S,4R)-ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate hydrochloride serves as a versatile compound for studying the effects of stereochemistry on biological activity. Its presence in various stereoisomeric forms allows researchers to investigate the relationship between molecular structure and pharmacological effects.
Used in Laboratory Settings:
The hydrochloride salt form of (1R,2S,3S,4R)-ethyl 3-aminobicyclo[2.2.2]octane-2-carboxylate enhances its water solubility, making it easier to handle and manipulate in laboratory settings. This property is advantageous for conducting chemical reactions and assays, as well as for the preparation of pharmaceutical formulations.

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Relevant academic research and scientific papers

ANTI-INFLUENZA VIRUS PYRIMIDINE DERIVATIVE

The present invention discloses a class of anti-influenza virus compounds, and the use thereof in the preparation of a drug for treating diseases associated with influenza viruses. In particular, the present invention discloses a compound represented by formula (I) and a pharmaceutically acceptable salt thereof.

METHOD FOR PREPARING AN ALKYL TRANS-3-AMINOBICYCLO[2.2.2]OCTANE-2-CARBOXYLIC ACID ESTER COMPOUND

The present invention relates to a method for the preparation of the preparation of ethyl (2S, 3S)-3-aminobicyclo [2.2.2] octane-2 -carboxylate from the β-keto ester (II) via a chiral transfer hydrogenation reaction in the presence of ammonium formate. The reaction proceeds with high diastereolectivity and excellent enantiomeric excess.

Method for preparing (2s, 3s)-3-amino-bicyclo [2.2. 2] octane-2-formate

The invention discloses a method for synthesizing (2S,3S)-3-amino-bicyclo[2.2.2] octane-2-formate and belongs to the field of pharmaceutical intermediate synthesis. The purposes of the invention are to solve the problems of high preparation cost, low material safety and the like of (2S, 3S)-3-amino-bicyclo[2.2.2] octane-2-formate, further improve the productivity and reduce the production cost. According to the method disclosed by the invention, 3-carbonyl-bicyclo[2.2.2] octane-2-formate is used as a starting material, and reductive amination, basic configuration inversion, hydrogenation protection group removal and the like are sequentially carried out, so that the target product is obtained. According to the invention, the (2S, 3S)-3-amino-bicyclo [2.2. 2] octane-2-formate is synthesizedby using the synthesis method, the novel process route is used, the yield is more than 65%, and the method has characteristics of novel route, mild reaction condition, low cost and the like.

Method for preparing (2S, 3S)-3-amino-bicyclo [2.2.2]octane-2-formate

The invention discloses a method for preparing (2S,3S)-3-amino-bicyclo [2.2.2]octane-2-formate. The method comprises the following steps: 3-carbonyl-bicyclo [2.2. 2] octane-2-formate is used as a rawmaterial, condensation, reduction, basic configuration inversion and acidic protection group removal are sequentially performed to obtain the (2S, 3S)-3-amino-bicyclo [2.2. 2] octane-2-formate, and Ris an organic substituent group. The synthetic route is short, the reaction conditions are mild, and the total yield is greater than 80%; through a chiral induction mode, an intermediate with high chiral purity can be obtained, and the chiral purity of a target product is improved to 99.5% or above; the used raw materials are easily available bulk raw materials, the equipment requirement is low, and the method is suitable for large-scale industrial production.

Method for synthesizing (2S,3S)-3-amino-bicyclo[2.2.2]octane-2-carboxylate

The invention discloses a method for synthesizing (2S,3S)-3-amino-bicyclo[2.2.2]octane-2-carboxylate, belongs to the field of synthesis of medical intermediates and aims to solve the problems that preparation of (2S,3S)-3-amino-bicyclo[2.2.2]octane-2-carboxylate has higher cost, low material safety, difficulty in enlarged production and the like. According to the method, glyoxylate is taken as a starting material and subjected to Henry reaction, elimination, ring closure and reduction reaction sequentially, and an intermediate is obtained. Through the adoption of the method for synthesizing (2S,3S)-3-amino-bicyclo[2.2.2]octane-2-carboxylate, a novel process route is adopted, the yield is higher than 45%, and the method has the characteristics of novel route, relatively mild reaction conditions, low cost and the like.