92761-68-7

Basic information

• Product Name: (S)-2-(4-isobutylphenyl)-N-((R)-1-phenylethyl)acetamide
• Synonyms: (S)-2-(4-isobutylphenyl)-N-((R)-1-phenylethyl)acetamide
• CAS NO: 92761-68-7
• Molecular Weight: 295.425
• Mol File: 92761-68-7.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: (S)-2-(4-isobutylphenyl)-N-((R)-1-phenylethyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-2-(4-isobutylphenyl)-N-((R)-1-phenylethyl)acetamide(92761-68-7)
• EPA Substance Registry System: (S)-2-(4-isobutylphenyl)-N-((R)-1-phenylethyl)acetamide(92761-68-7)

Safety Data

• Hazardous Substances Data: 92761-68-7(Hazardous Substances Data)

Upstream product

• 51146-56-6 (S)-ibuprofen 
• 100-46-9 benzylamine 
• 81576-55-8 (S)-(+)-methyl 2-(4-isobutylphenyl)propionate 

Relevant articles and documents

Regioselective synthesis of: Ortho -iodobiphenylboronic acid derivatives: A superior catalyst for carboxylic acid activation

An efficient and versatile synthesis of ortho-iodobiphenylboronic acids via the highly regioselective metal-iodine exchange (MIE) of 2,3-diiodobiphenyls is reported. The site-selectivity is very much controlled by the size of the biphenyl fragment, providing only the terminal arylboronic acid derivatives in excellent site-selectivity. The nature of the substituents (R1 and R2) on the biphenyls is found to have an influence on the reactivity but not on the regioselectivity. The best reactivity and the highest isolated yields were furnished with products bearing electron-donating groups. The synthesized derivatives were also tested for in vitro antimicrobial activity against four strains of bacteria and one fungal strain. This revealed that (2-iodo-4′-isopropyl-[1,1′-biphenyl]-3-yl)boronic acid 6A and (3-(benzo[d][1,3]dioxol-5-yl)-2-iodo-5-methoxyphenyl)boronic acid 22A possess the most potent antibacterial and antifungal activity with MICs of 0.10 and 0.3 mg mL-1 for B. cereus and C. albicans respectively. The catalytic activity was also examined towards an amidation reaction at ambient temperature and this revealed a new optimal catalyst, (2-iodo-4′,5-dimethoxy-[1,1′-biphenyl]-3-yl)boronic acid 19A providing a remarkable increase in the amide yields, including α-aminoacids. This work discloses a protocol for the first synthesis of hitherto unknown ortho-iodobiphenylboronic acid derivatives that is scalable, and general in scope, where no chromatographic purification is necessary and the products are indeed potential organocatalysts.

Amidation of unactivated ester derivatives mediated by trifluoroethanol

A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.

Palladium-Catalyzed Highly Regio- and Enantioselective Hydroesterification of Aryl Olefins with Phenyl Formate

An effective Pd-catalyzed regio- and enantioselective hydroesterification of aryl olefins with phenyl formate is described. A variety of phenyl 2-arylpropanoates can be obtained in good yields with high b/l ratios and ee's without using toxic CO gas.