534613-13-3

Basic information

• Product Name: (R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL
• Synonyms: (R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL
• CAS NO: 534613-13-3
• Molecular Formula: C₁₂H₁₀F₆O₂
• Molecular Weight: 300.2
• Mol File: 534613-13-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL(534613-13-3)
• EPA Substance Registry System: (R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL(534613-13-3)

Safety Data

• Hazardous Substances Data: 534613-13-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as an active pharmaceutical ingredient for the development of various medications. Its unique chemical structure allows it to interact with biological targets, making it a valuable component in the creation of new drugs.
Used in Fragrance Industry:
(R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as a fragrance ingredient to provide specific scents to various consumer products. Its strong odor makes it suitable for use in perfumes, colognes, and other scented products.
Used in Organic Synthesis:
(R)-O-ACETYL-1-[3,5-BIS(TRIFLUOROMETHYL)PHENYL]ETHANOL is used as an intermediate in organic synthesis, allowing chemists to create a variety of complex organic compounds for research and commercial applications. Its versatility in chemical reactions makes it a valuable building block in the synthesis of new molecules.

Upstream product

• 108-05-4 vinyl acetate 
• 68120-60-5 1-(3,5-bis(trifluoromethyl)phenyl)ethan-1-ol 
• 1361513-78-1 1-(3,5-bis(trifluoromethyl)phenyl)vinyl acetate 
• 563-63-3 silver(I) acetate 
• 876-27-7 4-chlorophenyl acetate 
• 225920-05-8 (S)-3,5-bis(trifluoromethyl)-1-phenylethanol 
• 64-19-7 acetic acid 
• 108-22-5 Isopropenyl acetate 
• 30071-93-3 3,5-bis(trifluoromethyl)phenyl methyl ketone 

Downstream Products

• 368-63-8 (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol 
• 127733-40-8 (S)-α-(3,5-bis(trifluoromethyl)phenyl)ethylamine 

Relevant articles and documents

One-pot kinetic resolution-Mitsunobu reaction to access optically pure compounds, using silver salts in the substitution protocol

A practical method is developed to access chiral arylalkyl carbinols with a high yield from racemic alcohols. A one-pot enzyme mediated Kinetic Resolution followed by Mitsunobu esterification of the unreacted enantiomer of alcohol with metal acetate results in a nearly complete formation of chiral acetate. Substitution with AgOAc was found to be the most efficient, and the use of sub stoichiometric amounts of AgNO3 and excess of NaOAc affords comparable results; the protocol was further extended to introduce azide as a nucleophile.

R-3,5-bis-trifluoromethyl benzene ethanol preparation

The invention discloses a preparation method of R-3, 5-bis (trifluoromethyl) phenyl ethanol. According to the preparation method disclosed by the invention, 3, 5-bis (trifluoromethyl) phenyl ethanol is taken as a raw material, chlorophenol acetate is taken as an acyl donor, Novozym435 is taken as a resolution catalyst, acidic resin is taken as a racemic catalyst, and then dynamic kinetic resolution is performed to obtain R-3, 5-bis (trifluoromethyl) phenyl ethanol acetate. Then, ester is hydrolyzed to obtain R-3, 5-bis (trifluoromethyl) phenyl ethanol, the final product yield can be more than 90%, and the ee value of the product is more than 99%. The method is simple to operate, the used racemic catalyst has the characteristics of low price, easiness in obtainment, reusability, high product yield, good optical purity and the like, and the method further has great guide and application values in production and preparation processes of R-3, 5-bis (trifluoromethyl) phenyl ethanol.

Modified Kagan's amide: Synthesis and application as a chiral solvating agent for hydrogen-bonding based chiral discrimination in NMR

A modified Kagan's amide, N-((S)-1-(3,5-bis(trifluoromethyl)phenyl)ethyl)-3,5-dinitrobenzamide [(S)-2] has been designed, synthesized and screened as a Chiral Solvating Agent (CSA) for discrimination of optically active substrates. The proposed mode of action for recognition of chiral isomers of analytes by CSA is based on hydrogen-bonding. The 1H NMR signals of the two isomers of chiral amides, sulfoxides, α-substituted acids, α-hydroxy ketone, epoxy ketone and N-protected amino acids with (S)-2 were well resolved for practical applications of determination of optical purity. The CSA was also screened for detection of separation of signals in 19F NMR. This journal is

Enantioselective access to chiral drugs by using asymmetric hydrogenation catalyzed by Rh(P-OP) complexes

P-OP art: Rhodium complexes of P-OP ligands serve as highly efficient and enantioselective catalysts in asymmetric hydrogenation leading to various valuable pharmaceutical building blocks and several direct precursors of chiral drugs such as LY2497282, la

Efficient synthesis of (1R)-[3,5-bis(trifluoromethyl)phenyl] ethanol, a key intermediate for aprepitant, an NK-1 receptor antagonist

Enzyme-catalyzed efficient synthesis of (1R)-[3,5-bis (trifluoromethyl) phenyl] ethanol (R)-(3), a key intermediate for aprepitant, via enantioselective transesterification of racemic 1-[3,5-bis (trifluoromethyl) phenyl] ethanol (RS)-3 using vinyl acetate as the acyl donor in the presence of Candida antarctica lipase-B (CAL-B) in an overall yield of 84% with >99% ee is described. Copyright Taylor & Francis Group, LLC.

High-yielding metalloenzymatic dynamic kinetic resolution of fluorinated aryl alcohols

Dynamic kinetic resolution (DKR) of various fluorinated aryl alcohols by a combination of lipase-catalyzed enzymatic resolution with in situ ruthenium-catalyzed alcohol racemization is described. (R)-Selective Candida antarctica lipase B (CALB) was employed for transesterification of different fluoroaryl alcohols in DKR reactions delivering the corresponding acetates in high yield (≥97%) with excellent enantiomeric excess (≥98%).

Rate enhancement of lipase-catalyzed reaction in supercritical carbon dioxide

Lipase-catalyzed kinetic resolution of various 1-arylethanols was performed in supercritical carbon dioxide (scCO2), in hexane and without solvent. The use of scCO2 enhances reactivity especially when a cross-linked enzyme aggregate (CLEA) was used. Copyright