114937-30-3

Basic information

• Product Name: (2S)-2-<4-(2-Methylpropyl)phenyl>propan-1-ol
• Synonyms: (2S)-2-<4-(2-Methylpropyl)phenyl>propan-1-ol
• CAS NO: 114937-30-3
• Molecular Weight: 192.301
• Mol File: 114937-30-3.mol
• Article Data: 21

Chemical Properties

• CAS DataBase Reference: (2S)-2-<4-(2-Methylpropyl)phenyl>propan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (2S)-2-<4-(2-Methylpropyl)phenyl>propan-1-ol(114937-30-3)
• EPA Substance Registry System: (2S)-2-<4-(2-Methylpropyl)phenyl>propan-1-ol(114937-30-3)

Safety Data

• Hazardous Substances Data: 114937-30-3(Hazardous Substances Data)

Upstream product

• 63444-56-4 p-isobutylstyrene 
• 61566-34-5 (+/-)-ibuprofen methyl ester 
• 36039-36-8 2-(4-isobutylphenyl)propan-1-ol 
• 51407-46-6 2-(4-isobutylphenyl)propionaldehyde 
• 63189-63-9 acetic acid 2-(4-isobutyl-phenyl)-propyl ester 
• 56374-24-4 (R/S)-4-isobutyl-α-methylstyrene oxide 
• 51146-56-6 (S)-ibuprofen 
• 171417-12-2 (R)-2-(p-isobutylphenyl)-1,2-propanediol 
• 159850-44-9 (S)-2-(4-isobutylphenyl)-1,2-propanediol 
• 194606-25-2 Acetic acid (S)-2-(4-isobutyl-phenyl)-3-(toluene-4-sulfonyloxy)-propyl ester 
• 194606-27-4 (-)-2-(4-isobutylphenyl)-1-acetoxypropane 
• 81576-55-8 (S)-(+)-methyl 2-(4-isobutylphenyl)propionate 
• 98-88-4 benzoyl chloride 
• 272458-63-6 (S)-ethyl 2-(4-isobutylphenyl)propanoate 

Downstream Products

• 110773-62-1 S-2-(p-isobutylphenyl)propionaldehyde 
• 15687-27-1 ibuprofen 
• 114937-04-1 (4R)-2-<(1S)-1-(4-(2-Methylpropyl)phenyl)ethyl>thiazolidine-4-carboxylic Acid 
• 51146-56-6 (S)-ibuprofen 
• 51146-57-7 (R)-ibuprofene 

Relevant articles and documents

Manganese Catalyzed Hydrogenation of Enantiomerically Pure Esters

A manganese-catalyzed hydrogenation of esters has been accomplished with TONs up to 1000, using cheap, environmentally benign, potassium carbonate and simple alcohols as activator and solvent, respectively. The weakly basic conditions lead to good functional group tolerance and enable the hydrogenation of enantiomerically enriched α-chiral esters with essentially no loss of stereochemical integrity.

Chemoenzymatic synthesis of antiinflammatory drugs in enantiomerically pure form

A novel chemoenzymatic route to chiral antiinflammatory drugs in enantiomerically pure form is described. Copyright (C) 2000 Elsevier Science Ltd.

Integrated Experimental and Computational Studies on the Organocatalytic Kinetic Resolution of β-Unfunctionalized Primary Alcohols Using a Chiral 1,2-Diamine: The Importance of Noncovalent Interactions

The enantioselective kinetic resolution of β-unfunctionalized primary alcohols with benzoyl chloride was carried out in the presence of a catalytic amount of a novel chiral 1,2-diamine derived from (S)-proline. Several valuable chiral 2-substituted propan-1-ols were obtained with good enantioselectivities. Density functional theory calculations revealed that the noncovalent interaction, such as CH-πinteraction, is crucial for the enantioselectivity of the resolution. This study was conducted through an interplay between experiment and computation.

MANGANESE-CATALYSED HYDROGENATION OF ESTERS

The present invention relates to the field of catalytic hydrogenation and, more particularly, to methods of manganese-catalysed hydrogenation of esters to alcohols. Advantageously, where the esters are chiral, the hydrogenations proceed with high or complete stereochemical integrity..

Biocatalytic Parallel Interconnected Dynamic Asymmetric Disproportionation of α-Substituted Aldehydes: Atom-Efficient Access to Enantiopure (S)-Profens and Profenols

The biocatalytic asymmetric disproportionation of aldehydes catalyzed by horse liver alcohol dehydrogenase (HLADH) was assessed in detail on a series of racemic 2-arylpropanals. Statistical optimization by means of design of experiments (DoE) allowed the identification of critical interdependencies between several reaction parameters and revealed a specific experimental window for reaching an ′optimal compromise′ in the reaction outcome. The biocatalytic system could be applied to a variety of 2-arylpropanals and granted access in a redox-neutral manner to enantioenriched (S)-profens and profenols following a parallel interconnected dynamic asymmetric transformation (PIDAT). The reaction can be performed in aqueous buffer at ambient conditions, does not rely on a sacrificial co-substrate, and requires only catalytic amounts of cofactor and a single enzyme. The high atom-efficiency was exemplified by the conversion of 75 mM of rac-2-phenylpropanal with 0.03 mol% of HLADH in the presence of ～0.013 eq. of oxidized nicotinamide adenine dinucleotide (NAD+), yielding 28.1 mM of (S)-2-phenylpropanol in 96% ee and 26.5 mM of (S)-2-phenylpropionic acid in 89% ee, in 73% overall conversion. Isolated yield of 62% was obtained on 100 mg-scale, with intact enantiopurities. (Figure presented.).