151775-20-1 Usage
Description
S(-)-1-(9-FLUORENYL)ETHANOL, also known as (-)-1-(9-Fluorenyl)ethanol, is a chiral compound that plays a significant role in the field of analytical chemistry. It is characterized by its unique molecular structure, which includes a fluorenyl group attached to an ethanol molecule. This structure allows it to interact with other chiral molecules, making it a valuable tool for the separation and analysis of enantiomers.
Uses
Used in Analytical Chemistry:
S(-)-1-(9-FLUORENYL)ETHANOL is used as a chiral derivatizing agent for the separation of enantiomers of α-hydroxy acids by reversed-phase liquid chromatography. The application reason is its ability to form diastereomeric derivatives with α-hydroxy acids, which can be separated based on their different interactions with the chromatographic stationary phase. This allows for the determination of the enantiomeric composition of chiral α-hydroxy acids in various samples, which is crucial in pharmaceutical, environmental, and biochemical research.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, S(-)-1-(9-FLUORENYL)ETHANOL is used as a key intermediate in the synthesis of various chiral drugs. The application reason is its ability to provide a convenient and efficient route for the preparation of enantiomerically pure compounds, which is essential for the development of drugs with improved efficacy and reduced side effects. The enantioselective synthesis of drugs using S(-)-1-(9-FLUORENYL)ETHANOL as a chiral building block can lead to the discovery of novel therapeutic agents with better pharmacological properties.
Used in Environmental Science:
S(-)-1-(9-FLUORENYL)ETHANOL is also used in environmental science for the analysis and monitoring of chiral pollutants, such as pesticides and industrial chemicals. The application reason is its ability to facilitate the enantioselective detection and quantification of these pollutants, which is important for understanding their environmental fate and potential impact on ecosystems. The use of S(-)-1-(9-FLUORENYL)ETHANOL in this context can help in the development of more effective strategies for pollution control and remediation.
Used in Biochemical Research:
In biochemical research, S(-)-1-(9-FLUORENYL)ETHANOL is employed as a tool for studying the interactions between chiral molecules and biological systems. The application reason is its ability to provide insights into the stereoselective binding and recognition of chiral compounds by enzymes, receptors, and other biomolecules. This information can be valuable for understanding the mechanisms of biological processes and for the design of new chiral ligands, inhibitors, and other bioactive molecules with potential applications in medicine and biotechnology.
Check Digit Verification of cas no
The CAS Registry Mumber 151775-20-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,1,7,7 and 5 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 151775-20:
(8*1)+(7*5)+(6*1)+(5*7)+(4*7)+(3*5)+(2*2)+(1*0)=131
131 % 10 = 1
So 151775-20-1 is a valid CAS Registry Number.
InChI:InChI=1/C15H14O/c1-10(16)15-13-8-4-2-6-11(13)12-7-3-5-9-14(12)15/h2-10,15-16H,1H3/t10-/m0/s1
151775-20-1Relevant articles and documents
(S)-(?)-Fluorenylethylchloroformate (FLEC); preparation using asymmetric transfer hydrogenation and application to the analysis and resolution of amines
Amin, Mohammad A.,Camerino, Michelle A.,Mountford, Simon J.,Ma, Xiao,Manallack, David T.,Chalmers, David K.,Wills, Martin,Thompson, Philip E.
, (2019/09/19)
Fluorenylethylchoroformate (FLEC) is a valuable chiral derivatisation reagent that is used for the resolution of a wide variety of chiral amines. Herein, we describe an improved preparation of (S)-(?)-FLEC using an efficient asymmetric catalytic transfer hydrogenation as the key step. We also demonstrate the application of FLEC as a chiral Fmoc equivalent for chiral resolution, with facile deprotection, of tetrahydroquinaldines, and its capacity for inducing regioselective outcomes in nitration reactions.
(+)-Fluorenylethylchloroformate (FLEC)-improved synthesis for application in chiral analysis and peptidomimetic synthesis
Camerino, Michelle A.,Chalmers, David K.,Thompson, Philip E.
supporting information, p. 2571 - 2573 (2013/06/05)
An efficient synthesis of the enantiomers of fluorenylethylchloroformate (FLEC) has been achieved that allows the routine application of the reagent for the resolution of chiral amines including unusual amino acids. The utility of the fluorenylethoxycarbonyl (Feoc) group as a chiral Fmoc equivalent, for combined resolution and protection of amino acids, in solid phase peptide synthesis is also shown.
Solvent-promoted E2 reaction competing with SN2 reaction and stepwise solvolytic elimination and substitution reactions
Meng, Qingshui,Thibblin, Alf
, p. 9399 - 9407 (2007/10/03)
Solvolysis of 9-(1-X-ethyl)fluorene (1-X, X = I, Br, Cl, OTs, or OBs) in 25 vol % acetonitrile in water gives the elimination products 9-(1-ethylidene)fluorene (3) and 9-vinylfluorene (2) and the substitution products 9-(1-hydroxyethyl)fluorene (1-OH) and
