131180-65-9 Usage
Description
(S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol, also known as (S)-BTPM, is a chiral compound belonging to the pyrrolidine derivatives family. It is characterized by its white solid appearance, molecular formula C23H22F6NO, and a molecular weight of 441.42 g/mol. This chemical is distinguished by its unique chiral properties, which make it a valuable reagent in the synthesis of pharmaceuticals and agrochemicals. Additionally, its trifluoromethyl groups contribute to its high lipophilicity, making it an essential component in the design of bioactive compounds. (S)-BTPM is widely recognized for its significance in the realm of organic chemistry and drug development.
Uses
Used in Pharmaceutical Synthesis:
(S)-BTPM is used as a reagent for the synthesis of various pharmaceuticals due to its unique chiral properties. Its ability to influence the stereochemistry of the resulting compounds makes it a crucial component in the development of new drugs.
Used in Agrochemical Synthesis:
In the agrochemical industry, (S)-BTPM is utilized as a reagent for the synthesis of biologically active compounds, which can be used in the development of pesticides and other agricultural chemicals.
Used in Chiral Ligand Preparation:
(S)-BTPM is employed as a building block in the preparation of chiral ligands, which are essential in asymmetric catalysis and enantioselective synthesis, leading to the production of optically active compounds with desired chiral purity.
Used in Catalyst Development:
(S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol is also used in the development of chiral catalysts, which play a vital role in various chemical reactions, particularly in the pharmaceutical and fine chemical industries, to achieve high enantioselectivity and improve the efficiency of the synthesis process.
Overall, (S)-α,α-Bis(4-(trifluoromethyl)phenyl)-2-pyrrolidinemethanol is a versatile and valuable compound with applications across multiple industries, including pharmaceuticals, agrochemicals, and organic chemistry, due to its unique properties and contributions to the development of chiral compounds and catalysts.
Check Digit Verification of cas no
The CAS Registry Mumber 131180-65-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,1,1,8 and 0 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 131180-65:
(8*1)+(7*3)+(6*1)+(5*1)+(4*8)+(3*0)+(2*6)+(1*5)=89
89 % 10 = 9
So 131180-65-9 is a valid CAS Registry Number.
131180-65-9Relevant articles and documents
Preparation method of chiral 1, 4-diphenyl-2-hydroxy-1, 4-dibutanone compound
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, (2021/06/22)
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.
Efficient separation of a trifluoromethyl substituted organocatalyst: Just add water
Dalicsek, Zoltan,Pollreisz, Ferenc,Soos, Tibor
supporting information; experimental part, p. 4587 - 4589 (2010/01/06)
A practical, cost-saving tagging approach is developed which takes advantage of the hydrophobicity of trifluoromethyl groups, exemplified by the application and recovery of a CBS precatalyst using tuned aqueous-organic media with minimum 50% water content
A Practical Enantioselective Synthesis of α,α-Diaryl-2-pyrrolidinemethanol. Preparation and Chemistry of the Corresponding Oxazaborolidines
Mathre, David J.,Jones, Todd K.,Xavier, Lyndon C.,Blacklock, Thomas J.,Reamer, Robert A.,et al.
, p. 751 - 762 (2007/10/02)
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.
