66069-34-9

Usage

Uses

Used in Pharmaceutical Industry:
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine is used as a pharmaceutical intermediate for the synthesis of complex drug molecules. Its unique structure and functional groups may contribute to the development of new therapeutic agents with specific biological activities.
Used in Organic Synthesis:
In the field of organic synthesis, (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine serves as a versatile building block for the creation of more intricate organic compounds. Its hydroxyethylidene and amine functionalities can be utilized in various synthetic reactions to form a wide range of products.
Used in Chemical Research:
(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine is employed as a research tool in chemical studies, particularly in exploring the reactivity and properties of bicyclic compounds and amines. Its unique structure allows for the investigation of stereochemistry and the influence of functional groups on molecular behavior.
Note: The specific applications and reasons provided are hypothetical and based on the general properties of the compound. The actual uses may vary depending on the specific context and requirements of the industry or research field.

Synthetic route

tert-butylamine (75-64-9) + clavulanic acid (58001-44-8) → clavulanic acid tert-butylamine (66069-34-9)

Conditions	Yield
In ethyl acetate	81%
In ethyl acetate; isopropyl alcohol for 1h;	77%
In ethanol; ethyl acetate	43%
Stage #1: clavulanic acid With ammonium sulfate In water; ethyl acetate at 5℃; pH=1.30; Stage #2: tert-butylamine In methanol; ethyl acetate at 5℃; for 2h; pH-value; Concentration;

Upstream product

• 75-64-9 tert-butylamine 
• 58001-44-8 clavulanic acid 

Relevant academic research and scientific papers

Preparation method of clavulanic acid amine salt

The invention belongs to the technical field of pharmacy, and relates to a preparation method of clavulanic acid amine salt. The method comprises the following steps: (1) extraction of a clavulanic acid aqueous solution and concentration of extract liquor: acidizing the clavulanic acid aqueous solution, then adding a salting-out agent, and extracting by an organic solvent, thus obtaining the extract liquor containing clavulanic acid; nano-filtering and concentrating by using an organic solvent-resistant film, thus obtaining a clavulanic acid extraction concentrated solution; (2) preparation of the clavulanic acid amine salt: mixing the clavulanic acid extraction concentrated solution with an organic amine donor and a cosolvent, thus obtaining clavulanic acid amine salt crystals. The salting-out agent is introduced, and the extraction rate of the clavulanic acid is increased; the organic solvent-resistant roll film is innovatively adopted for nano-filtering and concentrating, so the energy consumption is lowered; the addition of the cosolvent can effectively reduce the content of various impurities in a final clavulanic acid amine salt product. Therefore, in the quality parameter aspects of the content, the impurities, light transmittance and the like, the clavulanic acid amine salt prepared by the preparation method is remarkably superior to clavulanic acid amine salt prepared by a conventional process.

Preparation of clavulanate salts

Provided is a process for purification of clavulanic acid or a pharmaceutically acceptable salt or ester thereof, including adding an additional solvent to a solution of clavulanic acid in water immiscible solvent; contacting the solution with an amine; isolating the amine salt of the clavulanic acid formed; and converting the amine into clavulanic acid or a pharmaceutically acceptable salt or ester thereof.