81576-55-8

Basic information

• Product Name: (S)-(+)-methyl 2-(4-isobutylphenyl)propionate
• Synonyms: (S)-(+)-methyl 2-(4-isobutylphenyl)propionate
• CAS NO: 81576-55-8
• Molecular Weight: 220.312
• Mol File: 81576-55-8.mol
• Article Data: 27

Chemical Properties

• CAS DataBase Reference: (S)-(+)-methyl 2-(4-isobutylphenyl)propionate(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-methyl 2-(4-isobutylphenyl)propionate(81576-55-8)
• EPA Substance Registry System: (S)-(+)-methyl 2-(4-isobutylphenyl)propionate(81576-55-8)

Safety Data

• Hazardous Substances Data: 81576-55-8(Hazardous Substances Data)

Usage

Description

(S)-(+)-methyl 2-(4-isobutylphenyl)propionate, also known as ibuprofen methyl ester, is a chiral compound characterized by its colorless liquid form and sweet, fruity odor. It is primarily recognized for its applications in the flavor and fragrance industries, where it is utilized in the production of fruit flavors and perfumes. Beyond these applications, it has garnered interest for its potential pharmaceutical uses, particularly as an enantiomer of the widely used nonsteroidal anti-inflammatory drug (NSAID), ibuprofen. (S)-(+)-methyl 2-(4-isobutylphenyl)propionate's chiral nature and its potential anti-inflammatory and analgesic properties make it a valuable and intriguing substance for a range of industries.

Uses

Used in Flavor and Fragrance Industry:
(S)-(+)-methyl 2-(4-isobutylphenyl)propionate is used as a flavoring agent for its sweet, fruity odor, contributing to the creation of various fruit flavors and perfumes. Its ability to mimic natural fruit scents makes it a desirable component in the development of artificial flavors and fragrances.
Used in Pharmaceutical Applications:
(S)-(+)-methyl 2-(4-isobutylphenyl)propionate is used as a potential therapeutic agent for its anti-inflammatory and analgesic properties. As an enantiomer of ibuprofen, a well-known NSAID, it has been investigated for its potential to provide similar benefits in managing pain and reducing inflammation. (S)-(+)-methyl 2-(4-isobutylphenyl)propionate's chiral nature adds to its intrigue and potential for targeted drug development.

Upstream product

• 186581-53-3 diazomethane 
• 58609-73-7 2-(4-isobutylphenyl)propanenitrile 
• 100743-63-3 (S)-1,1-dimethoxy-1-(4-isbutylphenyl)-2-propanol 
• 61566-34-5 (+/-)-ibuprofen methyl ester 
• 15687-27-1 ibuprofen 
• 616-38-6 carbonic acid dimethyl ester 
• 67511-12-0 methyl 2-(4-isobutylphenyl)acrylate 
• 41283-72-1 ibuprofen ethyl ester 
• 5445-17-0 Methyl 2-bromopropionate 
• 2051-99-2 1-bromo-4-isobutylbenzene 
• 51146-56-6 (S)-ibuprofen 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 74-88-4 methyl iodide 

Downstream Products

• 114937-30-3 (2S)-2-<4-(2-Methylpropyl)phenyl>propan-1-ol 
• 110773-62-1 S-2-(p-isobutylphenyl)propionaldehyde 
• 92761-68-7 (S)-2-(4-isobutylphenyl)-N-((R)-1-phenylethyl)acetamide 
• 92761-69-8 (R)-N-benzyl-2-(4-isobutylphenyl)propanamide 
• 1403251-50-2 (S)-methyl 2-(2-(N-(1,3-dioxoisoindolin-2-yl)acetamido)-4-isobutylphenyl)propanoate 
• 1403251-49-9 (S)-methyl 2-(3-(N-(1,3-dioxoisoindolin-2-yl)acetamido)-4-isobutylphenyl)propanoate 
• 114937-04-1 (4R)-2-<(1S)-1-(4-(2-Methylpropyl)phenyl)ethyl>thiazolidine-4-carboxylic Acid 
• 51146-56-6 (S)-ibuprofen 

Relevant articles and documents

Stereospecific 1,2-aryl migration in 2-hydroxy alkyl aryl acetals with PPh3/CC14. Synthesis of optically active ibuprofen and naproxen

Treatment of 2-hydroxy acetals (R)-(-)-1 and (R)-(-)-3 with PPh3 and CC14 resulted in a stereospecific 1,2-aryl migration leading to the asymmetric synthesis of (R)-(-)-2 and (R)-(-)-4 respectively.

Rh-Catalyzed cascade C-H activation/C-C cleavage/cyclization of carboxylic acids with cyclopropanols

Merging both C-H and C-C activation in a tandem process is a marked challenge. A novel Rh(iii)-catalyzed C-H activation/ring opening C-C cleavage/cyclization of carboxylic acids with cyclopropanols was developed for the synthesis of 3-substituted phthalides andα,β-butenolides. This reaction displays excellent functional group tolerance with respect to both carboxylic acids and cyclopropanols and features relatively mild conditions. Remarkably, the utility of this method was highlighted by the rapid construction of bioactive compounds bearing a 3-substituted phthalide frameworkvialate-stage functionalization.

Method for synthesizing alkyne through catalytic asymmetric cross coupling (by machine translation)

The invention belongs to the field of, asymmetric synthesis, and discloses a method for catalyzing asymmetric cross- coupling to synthesize: an alkyne, and the L method comprises, the following steps, of A: preparing B a cuprous, salt and C a: ligand; preparing a catalyst; adding a base; reacting the compound with the compound with the compound; and reacting the compound with the compound. Of these, one of them, X is selected from the group consisting of, R halogens. 1 Optionally substituted heteroarylsulfonylcyanamide groups selected from the, group consisting, of optionally substituted, phenyl groups In-flight vehicle, R6 Trialkyl silyl groups or alkyl radicals, R2 Cycloalkyl radicals optionally substituted with an, optionally substituted alkyl, (CH radical2 )n R4 Multi,layer chain, n＝0-10,R saw blade4 A group selected, from, the group consisting of phenyl, alkenyl, aralkynyls, noonyloxy,and, noonylsulfonylsulfonylsulfonylsulfonylsulfonylsulfonylsulfonylsulfonylsulfonylsulphonylsulphonylsulphonylsulphonylsulphonylsulphonylsulphonylsulphonylsulphonylsulphonylphenyl disiloxy-radicals. R3 A ligand, selected from hydrogen or any of the functional groups, is selected from the group consisting of, hydrogen and any L other functional group. The method, R disclosed by the, A invention has the, advantages of good catalytic, R ’ effect, wide application range. and high catalytic efficiency, and the, method disclosed by the, invention has the. advantages of good catalytic effect, wide application range and high catalytic efficiency. (by machine translation)