Citation: Shi Feng, Li-Fei Cui, He-Geng Wei, Guo-Jun Zheng, Ya-Ping Wang, Xiang-Jing Wang, Ji Zhang, Wen-Sheng Xiang. Improved and efficient synthesis of Maxacalcitol[J]. Chinese Chemical Letters, ;2014, 25(05): 771-774. doi: 10.1016/j.cclet.2014.03.001 shu

Improved and efficient synthesis of Maxacalcitol

1.
a College of Science, Northeast Agricultural University, Harbin 150030, China;
2.
b School of Life Science, Northeast Agricultural University, Harbin 150030, China;
3.
c Harbin FRP Institute, Harbin 150036, China;
d Zhejiang Hisun Pharmaceutical Co.
d Zhejiang Hisun Pharmaceutical Co., Ltd., Taizhou 318000, China

Corresponding author: Wen-Sheng Xiang,
Received Date: 18 December 2013
Available Online: 20 February 2014

Maxacalcitol, the 22-oxa-derivative of 1α, 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 D₂ as 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.
- Vitamin D₃ derivative,
- Maxacalcitol,
- Synthesis,
- Asymmetric reduction
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沈阳化工大学材料科学与工程学院沈阳 110142