202189-76-2

Basic information

• Product Name: Benzeneethanol, 4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester)
• Synonyms: Benzeneethanol, 4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester) ;4-(2-(4,4-Dimethyl-4,5-dihydrooxazol-2-yl)propan-2-yl)phenethyl 4-methylbenzenesulfonate;2-[4-[1-(4,4-dimethyl-5H-oxazol-2-yl)-1-methyl-ethyl]phenyl]ethyl 4-methylbenzenesulfonate;Bilastine impurity C
• CAS NO: 202189-76-2
• Molecular Formula: C23H29NO4S
• Molecular Weight: 415.54566
• Mol File: 202189-76-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 545.1°C at 760 mmHg
• Flash Point: 283.5°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 2.19E-11mmHg at 25°C
• Refractive Index: 1.558
• Storage Temp.: 2-8°C
• PKA: 5.78±0.70(Predicted)
• Water Solubility: 5.717μg/L at 25℃
• CAS DataBase Reference: Benzeneethanol, 4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneethanol, 4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester)(202189-76-2)
• EPA Substance Registry System: Benzeneethanol, 4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester)(202189-76-2)

Safety Data

• Hazardous Substances Data: 202189-76-2(Hazardous Substances Data)

Usage

General Description

4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester) is a chemical compound that belongs to the class of benzeneethanol derivatives. It is commonly used as an intermediate in the synthesis of various pharmaceutical and agrochemical products. Benzeneethanol, 4-[1-(4,5-dihydro-4,4-dimethyl-2-oxazolyl)-1-methylethyl]-, 4-methylbenzenesulfonate (ester) is also known to possess antibacterial and antifungal properties, making it a valuable ingredient in the production of certain medical and agricultural products. Additionally, it has been identified as a potential environmental pollutant and should be handled and disposed of with caution to prevent adverse effects on human health and the environment.

InChI:InChI=1/C23H29NO4S/c1-17-6-12-20(13-7-17)29(25,26)28-15-14-18-8-10-19(11-9-18)23(4,5)21-24-22(2,3)16-27-21/h6-13H,14-16H2,1-5H3

Upstream product

• 57625-74-8 methyl 2-methyl-2-phenylpropionate 
• 361382-26-5 2-{1-[4-(2-hydroxyethyl)phenyl]-1-methylethyl}-4,5-2H-4,4-dimethyl-oxazole 
• 98-59-9 p-toluenesulfonyl chloride 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 75-21-8 oxirane 
• 192775-97-6 4-bromo-α,α-dimethyl-α-(4,4-dimethyloxazolin-2-yl) toluene 

Relevant articles and documents

Preparation method of Bilastine intermediate

The invention belongs to the technical field of medicine preparation and relates to a preparation method of a bilastine intermediate. The method sequentially comprises the following steps of: mixing and stirring a compound 7, dichloromethane and anhydrous aluminum trichloride; dropwise adding a compound 1, mixing and stirring a reaction product and trifluoroacetic acid; adding triethyl silane; mixing and stirring a product, obtained after temperature rise for reaction of the mixture, DMSO and water; mixing a product, obtained after temperature rise for reaction, with 2-amino-2-methylpropane-1-alcohol and toluene; and heating and stirring to perform a reaction, so as to obtain an off-white solid 4-[1-(4, 5-dihydro-4, 4-dimethyl-2-oxazolyl)-1-methyl ethyl] phenethyl alcohol; and finally making the off-white solid react with paratoluensulfonyl chloride to obtain a bilastine intermediate final product. The preparation method has the advantages of simple operation, mild reaction conditions, easy purification of the intermediate, reduction of three wastes, and industrial cost reduction.

A new and competitive synthetic approach for an antihistamine agent, bilastine

Efforts towards the novel synthesis of second generation non-sedating antihistamine drug, Bilastine was described in this manuscript. This competitive synthetic approach involves the convergent synthesis of Bilastine via simple Friedel-Crafts acylation as an alternate for earlier reported Stille and Suzuki couplings. The selectivity in Friedel-Crafts acylation reaction with chloro acetyl chloride on different substituted arenes was studied and employed the best conditions for the synthesis of Bilastine. Further synthetic approach involves the deoxygenation of aryl ketone to corresponding alkane in single step and finally provides Bilastine with 39% of improved overall yields, utilizing simple and cost-effective reagents, suitable for kilogram scale synthesis.