131180-52-4

Usage

Uses

Used in Pharmaceutical Industry:
(S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL is used as a chiral resolving agent for the separation of enantiomers, which is crucial in the development of single-enantiomer drugs. The distinct biological activities and pharmacokinetics of enantiomers necessitate their separation to ensure the safety and efficacy of medications.
Used as a Chiral Auxiliary:
In the synthesis of various pharmaceuticals and natural products, (S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL serves as a chiral auxiliary. It aids in the construction of chiral centers and the control of stereochemistry during chemical reactions, leading to the formation of desired enantiomers with high selectivity.
Used in Asymmetric Catalysis:
(S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL is utilized in the synthesis of chiral ligands for asymmetric catalysis. These ligands are essential in catalytic reactions that produce enantioselective products, which are vital for the synthesis of biologically active compounds and pharmaceuticals.
Used in the Production of Chiral Drug Intermediates:
(S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL is employed in the synthesis of chiral drug intermediates, which are key building blocks in the preparation of enantiomerically pure drugs. The use of (S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL ensures the correct stereochemistry in the final drug product, contributing to its therapeutic efficacy and safety.
Used in Asymmetric Synthesis:
(S)-ALPHA,ALPHA-BIS(4-METHYLPHENYL)-2-PYRROLIDINEMETHANOL is also used in asymmetric synthesis, a technique that allows for the selective formation of one enantiomer over another. This is particularly important in the production of enantiomerically pure compounds for various applications, including pharmaceuticals, agrochemicals, and fragrances.

Upstream product

• 1010721-59-1 (S)-(1-benzylpyrrolidin-2-yl)di-p-tolylmethanol 
• 106-38-7 para-bromotoluene 
• 147-85-3 L-proline 
• 77581-28-3 (S)-proline-N-ethyl carbamate methyl ester 
• 45736-33-2 (S)-proline-N-carboxyanhydride 
• 4294-57-9 para-methylphenylmagnesium bromide 

Downstream Products

• 1103893-45-3 (S)-(2-(hydroxydi-p-tolylmethyl)pyrrolidin-1-yl)(pyridin-2-yl)methanone 
• 1127436-21-8 (S)-2-(di-p-tolyl(trimethylsilyloxy)methyl)pyrrolidine 

Relevant academic research and scientific papers

Preparation method of chiral 1, 4-diphenyl-2-hydroxy-1, 4-dibutanone compound

The invention provides a preparation method of a chiral 1, 4-diphenyl-2-hydroxyl-1, 4-dibutanone compound. The method comprises the following steps: in the presence of a chiral metal compound, mixing silyl enol ether and phenylacetaldehyde monohydrate or substituted phenylacetaldehyde monohydrate in a solvent and performing action to obtain the chiral 1, 4-diphenyl-2-hydroxy-1, 4-dibutanone compound, wherein the reaction equation is as shown in the formula 1; R1 of silyl enol ether is of a phenyl or furan structure, a substituent R2 in substituted phenyl glyoxal monohydrate is selected from one or more of hydrogen atoms, halogen, methyl, methoxyl, nitryl and trifluoromethyl, and the substituent is at the ortho-position, meta-position or para-position of a benzene ring. The chiral metal compound can efficiently and highly enantioselectively catalyze the asymmetric Mukaiyama aldol reaction of the phenylacetaldehyde monohydrate compound, a new method for synthesizing the 1, 4-diphenyl-2-hydroxy-1, 4-dibutanone compound is provided, the problem that conditions are harsh in the original reaction is solved, and the chiral metal compound is more environmentally friendly.

Asymmetric carbonyl reduction with borane catalyzed by chiral phosphinamides derived from L-amino acid

Two types of chiral phosphinamide catalysts 3a-d and 4a-c were prepared from L-phenylalanine and L-proline, respectively. Their applications in the asymmetric borane reduction of prochiral ketones were investigated. The chiral secondary alcohols were obtained with excellent chemical yields and moderate to high enantiomeric excesses.

A Practical Enantioselective Synthesis of α,α-Diaryl-2-pyrrolidinemethanol. Preparation and Chemistry of the Corresponding Oxazaborolidines

A practical two-step enantioselective synthesis of α,α-diaryl-2-pyrrolidinemethanols (1) from proline, based on the addition of aryl Grignard reagents to proline-N-carboxanhydride (3), is reported.An investigation into the chemistry of the corresponding B-alkyl- and B-aryloxazaborolidines (2) led to the development of a reliable procedure for their preparation.