Synthesis of 13α-Substituted-des-C-ring-19-nor-1α,25- dihydroxyvitamin D3 Analogs

doi:10.6023/cjoc201402015

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1582-1587.DOI: 10.6023/cjoc201402015 Previous Articles Next Articles

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13α-取代-去-C-环-19-去亚甲基-1α,25-二羟基维生素D₃类似物的合成

蔡祖恽, Hector F. DeLuca

威斯康星-麦迪逊大学农业和生命科学学院生物化学系麦迪逊美国

收稿日期:2014-02-13 修回日期:2014-03-27 发布日期:2014-05-05
通讯作者: HectorF.DeLuca E-mail:deluca@biochem.wisc.edu;zuyun_cai@yahoo.com

Synthesis of 13α-Substituted-des-C-ring-19-nor-1α,25- dihydroxyvitamin D₃ Analogs

Cai Zuyun, DeLuca Hector F.

Department of Biochemistry, College of Agricultural and Life Sciences, University of Wisconsin-Madison, 433 Babcock Drive, Madison, Wl. 53706-1544 USA

Received:2014-02-13 Revised:2014-03-27 Published:2014-05-05

The syntheses of 13α-substituted-des-C-ring-19-nor-1α,25-dihydroxyvitamin D₃ analogs (12a, 12b) are described. The sequence involves using vitamin D₃ as a starting material, cleavage of the six-member ring by Baeyer Villiger reaction, introducing the C-25-hydroxy group by ruthenium oxide, and coupling the D-ring and A-ring by Horner-Witting reaction.

Key words: 13α-substituted, des-C-ring-19-nor-vitamin D₃, analogs, synthesis

Cite this article

Cai Zuyun, DeLuca Hector F.. Synthesis of 13α-Substituted-des-C-ring-19-nor-1α,25- dihydroxyvitamin D₃ Analogs[J]. Chin. J. Org. Chem., 2014, 34(8): 1582-1587.

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13α-取代-去-C-环-19-去亚甲基-1α,25-二羟基维生素D₃类似物的合成

Synthesis of 13α-Substituted-des-C-ring-19-nor-1α,25- dihydroxyvitamin D₃ Analogs

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13α-取代-去-C-环-19-去亚甲基-1α,25-二羟基维生素D3类似物的合成