Improved and efficient synthesis of Maxacalcitol |
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Authors: | Shi Feng ;Li-Fei Cui ;He-Geng Wei ;Guo-Jun Zheng ;Ya-Ping Wang ;Xiang-Jing Wang ;Ji Zhang ;Wen-Sheng Xiang |
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Institution: | a College of Science, Northeast Agricultural University, Harbin 150030, China;
b School of Life Science, Northeast Agricultural University, Harbin 150030, China;
c Harbin FRP Institute, Harbin 150036, China;
d Zhejiang Hisun Pharmaceutical Co., Ltd., Taizhou 318000, China |
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Abstract: | Maxacalcitol,the 22-oxa-derivative of 1a,25-dihydroxyvitamin D3,has been used as an antihyperparathyroidism and antipsoriatic drug.In this paper,an alternative synthetic route has been developed using commercially available vitamin D2as the starting material.In addition,as a key intermediate,the asymmetric synthesis of 20(S)-alcohol 14 with the chiral auxiliary(R-CBS) was described for the first time.This new synthetic route afforded Maxacalcitol with improved overall yield(13.9%) in eleven steps. |
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Keywords: | Vitamin D3 derivative Maxacalcitol Synthesis Asymmetric reduction |
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