109527-43-7 Usage
Uses
Used in Organic Synthesis:
(1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL is used as a key intermediate in organic synthesis for the production of various chemical compounds. Its unique structure allows for the creation of complex molecules that can be used in a wide range of applications.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
In the field of asymmetric synthesis, (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL is employed as a chiral auxiliary. This role is crucial for the synthesis of enantiomerically pure compounds, which are essential in the pharmaceutical industry to ensure the desired biological activity and minimize potential side effects.
Used in Pharmaceutical Industry:
(1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL has potential applications in the pharmaceutical industry, where it may be used in the development of new drugs. Its unique structure and chiral properties make it a promising candidate for the synthesis of biologically active molecules.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL may be utilized for the development of new agrochemical products, such as pesticides and herbicides, that can be more effective and environmentally friendly.
Used in Biological Activity Research:
(1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL may exhibit biological activity, and researchers are interested in studying its potential pharmacological properties. This could lead to the discovery of new therapeutic agents or the enhancement of existing ones.
Overall, (1R,2S)-(-)-TRANS-2-(1-METHYL-1-PHENYLETHYL)CYCLOHEXANOL is a versatile and valuable compound with a wide range of applications across various industries, particularly in the fields of organic synthesis, pharmaceuticals, and agrochemicals. Its unique structure and potential for biological activity make it an exciting area of research and development for chemists and researchers alike.
Check Digit Verification of cas no
The CAS Registry Mumber 109527-43-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,9,5,2 and 7 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 109527-43:
(8*1)+(7*0)+(6*9)+(5*5)+(4*2)+(3*7)+(2*4)+(1*3)=127
127 % 10 = 7
So 109527-43-7 is a valid CAS Registry Number.
InChI:InChI=1/C15H22O/c1-15(2,12-8-4-3-5-9-12)13-10-6-7-11-14(13)16/h3-5,8-9,13-14,16H,6-7,10-11H2,1-2H3/t13-,14-/m1/s1
109527-43-7Relevant articles and documents
Efficient Synthesis and Resolution of trans-2-(1-Aryl-1-methylethyl)cyclohexanols; Practical Alternatives to 8-Phenylmenthol
Comins, Daniel L.,Salvador James M.
, p. 4656 - 4661 (1993)
A short synthesis and resolution of effective chiral auxiliaries of the 8-arylmenthol-type achieved using inexpensive materials, a recyclable lipase, and easily applied procedures that are amenable to large-scale preparation.A variety of isopropylarenes were α-metalated with n-butylithium/potassium tert-pentoxide and treated with cyclohexene oxide to provide racemic trans-2-(1-aryl-1-methylethyl)cyclohexanols 6a-f in fair to high yield.Candida rugosa lipase and lauric acid were used to resolve these racemic alcohols by converting the (-)-enantiomer to its laurateester.The enzymatic resolutions were carried out at 40 deg C and were faster in cyclohexane than in hexanes.The synthesis and resolution of racemic trans-2-(1-methyl-1-phenylethyl)cyclohexanol (6a) were performed on a 1 mol scale in 68 percent overall yield, requiring three steps for (+)-6a and five steps for (-)-6a.
Asymmetric construction of a quaternary carbon center by tandem [4 + 2]/[3 + 2] cycloaddition of a nitroalkene. The total synthesis of (-)-mesembrine
Denmark, Scott E.,Marcin, Lawrence R.
, p. 1675 - 1686 (2007/10/03)
An efficient, total synthesis of the Sceletium alkaloid (-)-mesembrine is accomplished in seven steps and 19% yield from a functionalized nitroalkene (itself prepared in six steps and 34% yield from ethyl 3-bromopropionate). The construction of the octahydroindole framework of mesembrine features a tandem inter [4 + 2]/intra [3 + 2] cycloaddition of a 2,2-disubstituted 1-nitroalkene and a chiral vinyl ether derived from (1R,2S)-2-(1-methyl-1-phenylethyl)cyclohexanol as the central strategic element. The two stereogenic centers of the natural product, which include a benzylic, quaternary center, were established in 26/1 selectivity in the tandem process.
An efficient preparation of (+)-trans-2-(α-cumyl)cyclohexanol ((+)-TCC): A practical alternative to (+)-8-phenylmenthol
Comins,Salvador
, p. 801 - 804 (2007/10/02)
An efficient synthesis and resolution of trans-2-(α-cumyl)cyclohexanol gives the (+)-enantiomer in three steps from cyclohexene oxide.
