117409-10-6

Usage

Uses

Used in Fragrance and Flavor Industry:
(1S)-1-(2-Methylphenyl)-1-propanol is used as a key ingredient for creating various fragrances and flavors, due to its unique chemical properties that contribute to the desired scents and tastes.
Used in Pharmaceutical Industry:
(1S)-1-(2-Methylphenyl)-1-propanol is used as a precursor in the synthesis of various drugs and medication, playing a crucial role in the development of new pharmaceutical compounds.
Used in Organic Synthesis:
(1S)-1-(2-Methylphenyl)-1-propanol is used as a solvent and an intermediate in organic synthesis, facilitating various chemical reactions and processes in the production of different organic compounds.
Used in Industrial and Commercial Applications:
(1S)-1-(2-Methylphenyl)-1-propanol is used in a wide range of industrial and commercial applications, thanks to its low toxicity and relative safety, making it a preferred choice for many chemical processes.

Upstream product

• 557-20-0 diethylzinc 
• 529-20-4 2-methylphenyl aldehyde 
• 2040-14-4 2-methylpropiophenone 
• 925-90-6 ethylmagnesium bromide 
• 89-95-2 2-methyl-benzyl alcohol 
• 117-34-0 2,2-diphenylacetic acid 
• 61017-92-3 1-(2-methylphenyl)-1-propanol 
• 39627-62-8 1-(o-tolyl)-2-propen-1-ol 

Relevant academic research and scientific papers

Asymmetric reduction of aromatic ketones: Importance of the conformation of the aromatic group

Some aromatic ketones have been reduced by borane or by catecholborane using oxazaborolidine as a catalyst. It has been found that, when borane is used, the enantiomeric excess of alcohol produced decreases as the substitution on the ortho position of ben

Chiral ligands containing heteroatoms. 10. 1-(2-pyridyl)alkylamines as chiral catalysts in the addition of diethylzinc to aldehydes: Temperature dependence on the enantioselectivity

Chiral amino pyridines derived from α-aminoacids were demonstrated to be enantioselective catalysts in the addition of diethylzinc to aldehydes: optically active secondary alcohols in up to 98% ee were obtained in high yields. The temperature dependence o

2,2′-Bipyridine-α,α′-trifluoromethyl-diol ligand: Synthesis and application in the asymmetric Et2Zn alkylation of aldehydes

A chiral 2,2′-bipyridine ligand (1) bearing α,α′-trifluoromethyl-alcohols at 6,6′-positions was designed in five steps affording either the R,R or S,S enantiomer with excellent stereoselectivities, i.e. 97% de, >99% ee and >99.5% de, >99.5% ee, respectively. The key step for reaching high levels of stereoselectivity was demonstrated to be the resolution of the α-CF3-alcohol using (S)-ibuprofen as the resolving agent. An initial application for the 2,2′-bipyridine-α,α′-CF3-diol ligand was highlighted in the ZnII-catalyzed asymmetric ethylation reaction of aromatic, heteroaromatic, and aliphatic aldehydes. Synergistic electron deficiency and steric hindrance properties of the newly developed ligand afforded the corresponding alcohols in good to excellent yields (up to 99%) and enantioselectivities (up to 95% ee). As observed from single crystal diffraction analysis, the complexation of the 2,2′-bipyridine-α,α′-CF3-diol ligand generates an unusual hexacoordinated ZnII.

Deciphering the mechanism behind efficient enantioselective ethylation with thiazolidine-based amino alcohols

Taking advantage of the opposite chirality of two privileged starting materials, l-cysteine and d-penicillamine, a wide range of thiazolidine-based amino alcohols was synthesized. l-Cysteine derivatives were more efficient chiral inductors than the d-peni

Binaphthyl-based chiral ligands: Design, synthesis and evaluation of their performance in enantioselective addition of diethylzinc to aromatic aldehydes

The design strategy and the performance of binaphthyl-based chiral ligands were evaluated with computation and enantioselective addition of diethylzinc to aromatic aldehydes. Under optimized conditions, enantioselective addition of diethylzinc to aromatic aldehydes provided the desired optically active secondary alcohols in high isolated yields (up to 91%) and excellent enantiomeric excesses (up to 98% ee).

Isosterically designed chiral catalysts: Rationale, optimization and their application in enantioselective nucleophilic addition to aldehydes

Proline-based N,N′-dioxide ligands were designed on the basis of isosteric approach, and were successfully applied in enantioselective nucleophilic addition to aldehydes. In the presence of 10 mol% of chiral ligand 1b, enantioselective addition of diethylzinc to aldehydes provided the corresponding secondary alcohols in up to 90% isolated yield and up to 99% ee. Similarly, using 3e as chiral ligand, enantioselective arylation and alkynylation of aldehydes also proceeded readily, leading to the desired chiral alcohols in up to 92% isolated yield at 99% ee and 80% isolated yields and up to 84% ee, respectively. The current work would shed light on expanding the structure diversity in the design of chiral ligands and chiral catalysts.

Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Novel Thiophene-Based Chiral Ligands

Abstract: Chiral norephedrine-derived β-amino alcohols with a thiophene moiety were synthesized from thiophene carbaldehydes (methyl- or ethyl-substituted) and chiral amino alcohols, such as both enantiomers of norephedrine and 2-aminopropanol. The synthesized ligands were applied to the catalytic asymmetric addition of diethylzinc to aldehydes to obtain optically active alcohols with a high conversion (92%) and excellent enantioselectivities (ee up to 99%). The highest enantioselectivity (ee 99%) was obtained with p-trifluorobenzaldehyde as the substrate containing the strongly electron-acceptor CF3 group.

Enantioselective Addition of Diethylzinc to Aromatic Aldehydes Using Chiral Oxazoline-Based Ligands

Abstract: Chiral oxazoline ligands containing an aromatic ring were prepared fromnorephedrine and pyrrole-2-carbonitrile or 2-hydroxybenzoyl chloride. Thesynthesized ligands were used in the copper-catalyzed asymmetric addition ofdiethylzinc to aromatic aldehydes to provide optically active 1-arylpropan-1-olswith high conversion (92%) and enantioselectivity (up to 99% ee).

Linear β-amino alcohol catalyst anchored on functionalized magnetite nanoparticles for enantioselective addition of dialkylzinc to aromatic aldehydes

A linear β-amino alcohol ligand, previously found to be a very efficient catalyst for enantioselective addition of dialkylzinc to aromatic aldehydes, has been anchored on differently functionalized superparamagnetic core-shell magnetite-silica nanoparticles (1a and 1b). Its catalytic activity in the addition of dialkylzinc to aldehydes has been evaluated, leading to promising results, especially in the case of 1b for which the recovery by simple magnetic decantation and reuse was successfully verified. This journal is

Enantioselective addition of diethylzinc to aldehydes catalyzed by 5-cis-substituted proline derivatives

5-Cis-substituted prolinols, prolinamines, and prolinamine sulfonamides proved to be efficient ligands for the enantioselective addition of diethylzinc to aldehydes, providing up to 99% ee. The sense of asymmetric induction can be controlled by the nature