Resolution of C2-symmetric 2,3-diphenylbutane-1,4-diol and purification of diastereomeric 1,4-diphenylbutane-1,4-diol using (S)-proline and boric acid |
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| Affiliation: | 1. Physical and Material Chemistry Division, CSIR-National Chemical Laboratory, H. J. Bhabha Road, Pune, 411 008, India;2. Radiation & Photochemistry Division, Bhabha Atomic Research Centre, Mumbai, 400085, India;1. Department of Chemistry, Payame Noor University (PNU), Tehran 19395-3697, Iran;2. Department of Chemistry, Shahid Beheshti University, Tehran 1983963113, Iran;3. Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia;1. Department of Chemistry, Tulane University, New Orleans, LA 70118, United States;2. Department of Chemistry, Villanova University, Philadelphia, PA 19085, United States;1. Department of Physics, Govt. Gandhi Memorial Science College, Jammu, 180016, Jammu and Kashmir, India;2. Laboratory of X-Ray Crystallography, CSIR Indian Institute of Chemical Technology, Hyderabad, India;3. Department of Physics, Banasthali University, Banasthali 304022, Rajasthan, India |
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| Abstract: | Racemic 2,3-diphenylbutane-1,4-diol (±)-1 is resolved to obtain the corresponding (R,R)-isomer in 98% e.e. through reaction with (S)-proline and boric acid. Partially resolved (R,R)-(−)-1 and (S,S)-(+)-1 have been enriched to obtain samples of 95 and 97% e.e. through reaction with (S)-proline and boric acid. Diastereomeric 1,4-diphenylbutane-1,4-diol 2 has been purified to obtain the (R,R)-isomer in 98% e.e. using (S)-proline and boric acid. |
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