66069-34-9

Basic information

• Product Name: (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine
• Synonyms: compound with tert-butylamine;[2R-(2alpha,3Z,5alpha)]-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, compound with tert-butylamine (1:1);t-butylammonium clavulanate;(2R-(2α,3Z,5α))-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, compound with tert-butylamine (1:1);(2R,5R)-3-[2-Hydroxy-eth-(Z)-ylidene]-7-oxo-4-oxa-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid;[2R-(2α,3Z,5α)]-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, compound with tert-butylamine (1:1)
• CAS NO: 66069-34-9
• Molecular Formula: C₁₂H₂₀N₂O₅
• Molecular Weight: 272.301
• Mol File: 66069-34-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 545.8°Cat760mmHg
• Flash Point: 283.9°C
• Density: g/cm³
• CAS DataBase Reference: (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine(66069-34-9)
• EPA Substance Registry System: (2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine(66069-34-9)

Safety Data

• Hazardous Substances Data: 66069-34-9(Hazardous Substances Data)

Usage

General Description

The chemicals "(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid; 2-methylpropan-2-amine" are a combination of a bicyclic compound and an amine. The bicyclic compound is a derivative of 7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, containing a hydroxyethylidene group and a specific stereochemical structure. The amine component is 2-methylpropan-2-amine, which is a secondary amine with a branched structure. These chemicals may have various applications in pharmaceuticals, organic synthesis, and other industries, potentially exhibiting biological activity or serving as building blocks for more complex molecules. Their specific properties and functions would depend on the context and manner in which they are utilized.

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 articles and documents

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.